
... As the need for larger quantities of the catalyst grew, more efficient methods for its synthesis were required. A practical route to ruthenium benzylidene complexes was developed. In 1995 Grubbs reported new molecularly-well-defined catalysts [Ru(=CHPh)Cl2(PR3)2], R = Ph or Cy (cyclohexyl).8g,h Thes ...
Organometallic Catalysts
... The catalyzed reaction goes by a multistep mechanism in which the metal stabilizes intermediates that are stable only when bound to metal . ...
... The catalyzed reaction goes by a multistep mechanism in which the metal stabilizes intermediates that are stable only when bound to metal . ...
View/Open
... claims that there are only six degrees of separation between each of us and every other person. In other words, we are all a friend of a friend, and so on. As strange as it might sound, organic molecules are not much different, with alkenes and alkynes being the key connectors to numerous other func ...
... claims that there are only six degrees of separation between each of us and every other person. In other words, we are all a friend of a friend, and so on. As strange as it might sound, organic molecules are not much different, with alkenes and alkynes being the key connectors to numerous other func ...
無投影片標題
... – The halogens are written as prefixes: fluoro- (F), chloro(Cl), bromo- (Br) and iodo- (I) ...
... – The halogens are written as prefixes: fluoro- (F), chloro(Cl), bromo- (Br) and iodo- (I) ...
Document
... • The mechanism of ether cleavage is SN1 or SN2, depending on the identity of R. • When 2° or 3° alkyl groups are bonded to the ether oxygen, the C—O bond is cleaved by an SN1 mechanism involving a carbocation. With methyl or 1° R groups, the C—O bond is cleaved by an SN2 mechanism. Example: In the ...
... • The mechanism of ether cleavage is SN1 or SN2, depending on the identity of R. • When 2° or 3° alkyl groups are bonded to the ether oxygen, the C—O bond is cleaved by an SN1 mechanism involving a carbocation. With methyl or 1° R groups, the C—O bond is cleaved by an SN2 mechanism. Example: In the ...
Chemdraw B&W - Chemistry Courses
... • An amine with three different substituents on nitrogen is chiral (in principle but not in practice): the lone pair of electrons is the fourth substituent • Most amines that have 3 different substituents on N are not resolved because the molecules interconvert by ...
... • An amine with three different substituents on nitrogen is chiral (in principle but not in practice): the lone pair of electrons is the fourth substituent • Most amines that have 3 different substituents on N are not resolved because the molecules interconvert by ...
APPLICATION OF IONIC LIQUIDS IN ORGANIC SYNTHESIS
... Max Tishler Laboratory of Organic Chemistry, Department of Chemistry, Wesleyan University, Middletown, CT 06459 ...
... Max Tishler Laboratory of Organic Chemistry, Department of Chemistry, Wesleyan University, Middletown, CT 06459 ...
Element Fact Sheet – Iodine
... Iodine is a chemical element with symbol I and atomic number 53. The name is from Greek ἰοειδής ioeidēs, meaning violet or purple, due to the colour of elemental iodine vapour. Iodine and its compounds are primarily used in nutrition, and industrially in the production of acetic acid and certain pol ...
... Iodine is a chemical element with symbol I and atomic number 53. The name is from Greek ἰοειδής ioeidēs, meaning violet or purple, due to the colour of elemental iodine vapour. Iodine and its compounds are primarily used in nutrition, and industrially in the production of acetic acid and certain pol ...
ETHER
... are named as alkoxy derivatives of alkanes Always named in alphabetical order Can be symmetrical or unsymmetrical Example: diethyl ether is symmetrical Ethyl methyl ether is unsymmetrical ...
... are named as alkoxy derivatives of alkanes Always named in alphabetical order Can be symmetrical or unsymmetrical Example: diethyl ether is symmetrical Ethyl methyl ether is unsymmetrical ...
Applications of Phosphorus, Sulfur, Silicon and Boron Chemistry:
... basic conditions a syn periplanar elimination. The alkene isomer formed [(E) or (Z)] depends on the starting material isomer AND the conditions employed. You will not be expected to know how to make a particular (single) isomer of a hydroxysilane. Your notes ...
... basic conditions a syn periplanar elimination. The alkene isomer formed [(E) or (Z)] depends on the starting material isomer AND the conditions employed. You will not be expected to know how to make a particular (single) isomer of a hydroxysilane. Your notes ...
Document
... 21.7: Preparation of Amines by Alkylation of Ammonia Ammonia and other alkylamines are good nucleophiles and react with 1° and 2° alkyl halides or tosylates via an SN2 reaction yielding alkyl amines. ...
... 21.7: Preparation of Amines by Alkylation of Ammonia Ammonia and other alkylamines are good nucleophiles and react with 1° and 2° alkyl halides or tosylates via an SN2 reaction yielding alkyl amines. ...
Synthetic applications of ortho esters
... In contrast to acetal derivatives of carbonyl compounds, ortho esters have found surprisingly limited use in organic synthesis [1]. Since ortho esters are among the few carboxylic acid protective groups that demonstrate a high level of stability toward strong nucleophiles and bases, most current app ...
... In contrast to acetal derivatives of carbonyl compounds, ortho esters have found surprisingly limited use in organic synthesis [1]. Since ortho esters are among the few carboxylic acid protective groups that demonstrate a high level of stability toward strong nucleophiles and bases, most current app ...
Anionic rearrangement of 2-benzyloxypyridine derivatives and a synthetic approach to aldingenin B
... [1,2]-Anionic rearrangements are important tools for altering the complexity of molecules at hand. In Part I of this dissertation, an anionic rearrangement of 2-benzyloxypyridine is described. Pyridine-directed metallation of the benzylic carbon leads to 1,2-migration of pyridine via a postulated as ...
... [1,2]-Anionic rearrangements are important tools for altering the complexity of molecules at hand. In Part I of this dissertation, an anionic rearrangement of 2-benzyloxypyridine is described. Pyridine-directed metallation of the benzylic carbon leads to 1,2-migration of pyridine via a postulated as ...
Drawing Organic Structures Functional Groups Constitutional Isomers
... • Formation of non-Zaitsev product: 2. When anti-periplanar geometry cannot be achieved (substituted ...
... • Formation of non-Zaitsev product: 2. When anti-periplanar geometry cannot be achieved (substituted ...
Sugar Amino Acids - The Krasavin research group
... displacement was also applied for the generation of epimeric azido esters containing a glucofuranosyl moiety from glucoheptonolactone. In this case, the furanoid species was generated from a γ-lactone (Scheme 7.4). These protected molecules were further reduced to the corresponding amino esters, and ...
... displacement was also applied for the generation of epimeric azido esters containing a glucofuranosyl moiety from glucoheptonolactone. In this case, the furanoid species was generated from a γ-lactone (Scheme 7.4). These protected molecules were further reduced to the corresponding amino esters, and ...
Document
... volumes of gas, at the same temperature and pressure contain the same number of particles. Moles are numbers of particles You can treat reactions as if they happen liters at a time, as long as you keep the temperature and pressure the same. 1 mole = 22.4 L @ STP ...
... volumes of gas, at the same temperature and pressure contain the same number of particles. Moles are numbers of particles You can treat reactions as if they happen liters at a time, as long as you keep the temperature and pressure the same. 1 mole = 22.4 L @ STP ...
Chapter 8 Lecture
... Inversion of Stereochemistry with SN2 The nucleophile attacks carbon from the side opposite the bond to the leaving group. The SN2 reaction at a chirality center proceeds with inversion of configuration at the carbon bearing the leaving group. ...
... Inversion of Stereochemistry with SN2 The nucleophile attacks carbon from the side opposite the bond to the leaving group. The SN2 reaction at a chirality center proceeds with inversion of configuration at the carbon bearing the leaving group. ...
Required Resources and Materials
... Gave more than 30 minutes for activity – more like 45 to really get the most out of it., Reflection ...
... Gave more than 30 minutes for activity – more like 45 to really get the most out of it., Reflection ...
View/Open
... Question 4 (20 marks) a) When 3-iodo-2, 2-dimethyl butane is treated with silver nitrate in ethanol, three elimination products are formed. Give their structures, and predict which ones are formed in larger amounts (5 marks) b) Each of the carbocations in question (a) above can also react with ethan ...
... Question 4 (20 marks) a) When 3-iodo-2, 2-dimethyl butane is treated with silver nitrate in ethanol, three elimination products are formed. Give their structures, and predict which ones are formed in larger amounts (5 marks) b) Each of the carbocations in question (a) above can also react with ethan ...
OXIDATION AND REDUCTION
... Kinetic Resolution by Selective Oxidation • Noyori has developed a method for resolving racemic alcohols via selective oxidation • Uses hydrogen transfer (analgous to Oppenauer oxidation or Meerwein-Ponndorf-Verley ...
... Kinetic Resolution by Selective Oxidation • Noyori has developed a method for resolving racemic alcohols via selective oxidation • Uses hydrogen transfer (analgous to Oppenauer oxidation or Meerwein-Ponndorf-Verley ...
Organic Chemistry, 11th Edition
... TEXT AND COVER DESIGNER Maureen Eide COVER IMAGE © Gerhard Schulz/Age Fotostock America, Inc. ...
... TEXT AND COVER DESIGNER Maureen Eide COVER IMAGE © Gerhard Schulz/Age Fotostock America, Inc. ...
Discodermolide

(+)-Discodermolide is a polyketide natural product found to stabilize microtubule. (+)-discodermolide was isolated by Gunasekera and his co-workers at the Harbor Branch Oceanographic Institute from the deep-sea sponge Discodermia dissoluta in 1990. (+)-Discodermolide was found to be a potent inhibitor of tumor cell growth in several MDR cancer cell lines. (+)-discodermolide also shows some unique characters, including a linear backbone structure, immunosuppressive properties both in vitro and in vivo, potent induction of an accelerated senescence phenotype, and synergistic antiproliferative activity in combination with paclitaxel. Discodermolide was recognized as one of the most potent natural promoters of tubulin assembly. A large number of efforts toward the total synthesis of (+)-discodermolide were directed by its interesting biological activities and extreme scarcity of natural sources (0.002% w/w from frozen marine sponge). The compound supply necessary for complete clinical trials cannot be met by harvesting, isolation, and purification. As of 2005, attempts at synthesis or semi-synthesis by fermentation have proven unsuccessful. As a result, all discodermolide used in preclinical studies and clinical trials has come from large-scale total synthesis.