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Steric protection of alkylidene is not needed:
Steric protection of alkylidene is not needed:

... Reaction is driven by entropy: 1 molecule => 2 molecules Even 7-membered rings are possible By-product is easily removable gas No polymer by-products: intramolecular reactions are faster than intermolecular reactions - Also heavily substituted olefins can be converted ...
pptx
pptx

... the skilled experimentalist to stop at the alkene. This is a particularly good way to generate cis double bonds. Note that the Wittig reaction also gives cis alkenes (usually), but most other olefinations give trans products. Therefore partial reduction from an alkyne can be a useful strategy! ...
08/31/2007
08/31/2007

... A) Provide a mechanism for the formation of G from the 1:1 mixture of alcohols. ...
Organic Chemistry
Organic Chemistry

... Crossed Enolate Reactions using LDA • Equilibrium among enolate anions is established when the ketone is in slight excess, a condition under which it is possible for proton-transfer reactions to occur between an enolate and an a-hydrogen of an unreacted ketone. Thus, equilibrium is established betw ...
Step by Step Stoichiometry
Step by Step Stoichiometry

... If you are given 20 moles of Al2O3, how many moles of aluminum will be produced in a decomposition reaction? Set up the problem using dimensional analysis: Things to ID before you ...
Chapter 20 reactions of carbonyls
Chapter 20 reactions of carbonyls

... • CBS refers to Corey, Bakshi, and Shibata, the chemists who developed these versatile reagents. • One B–H bond serves as the source of hydride in this reduction. • The (S)-CBS reagent delivers (H:−) from the front side of the C=O. This generally affords the R alcohol as the major product. • The (R) ...
CHE-06 year 2004
CHE-06 year 2004

... Starting with appropriate alkylhalide and base outline synthesis that would yield each of the following alkenes: i) ii) ...
Classification of Halogen Derivatives
Classification of Halogen Derivatives

... Nucleophilic substitution reactions are of two types (a) SN1 type (Unimolecular nucleophilic reactions proceed in two steps: ...
Course Structure - Indian Association for the Cultivation of Science
Course Structure - Indian Association for the Cultivation of Science

... orthogonality thorem, other theorems/relations involving irreducible representations and characters). The reduction of a representation; projection operators. Notations for character tables for point groups. Definition of an algebra. Direct product group; direct product representation. Representatio ...
11.Unit 10 Haloalkanes and Haloarenes.
11.Unit 10 Haloalkanes and Haloarenes.

Oxidation of Benzyl Ethers to Benzoate Esters Using a Novel
Oxidation of Benzyl Ethers to Benzoate Esters Using a Novel

... by 7. The unstable gem-diol decomposes to give 11. Alternatively, conversion of the α-alkoxy radical intermediate 5 to benzaldehyde (11) could occur through a second H-abstraction, this time by the odd electron moiety in 6. Both paths provide the desired carbonyl compound along with an iodosobenzoic ...
info
info

... i. NaBH4 will reduce an aldehyde, ketone, or acid chloride to the corresponding  alcohol. It will not reduce an acid or an ester.  ii. LiAlH4 will reduce an aldehyde, ketone, acid, or ester to the corresponding  alcohol.  iii. LiAlH(OtBu)3 will reduce an acid chloride to an aldehyde.  iv. DIBAL will ...
Future Advances in Flow Chemistry
Future Advances in Flow Chemistry

... • The flow cell consists of pairs of electrodes separated by a gasket. ...
Midterm Exam March NAME
Midterm Exam March NAME

CHAPTER 1 Synthesis of amides using Lewis acid catalyst: Iodine
CHAPTER 1 Synthesis of amides using Lewis acid catalyst: Iodine

16.18 Summary
16.18 Summary

... of configuration is observed at the carbon3-Methoxy-3-methylthat is attacked by the nucleophile, irrespective of whether the reaction takes2-butanol place in acidic (76%) or basic solution. ...
Silica supported zinc chloride catalyzed acetylation of amines
Silica supported zinc chloride catalyzed acetylation of amines

... In the area of green chemistry, the development of heterogeneous catalysts has played an important role, since they offer several advantages such as clean reaction conditions, easy separation of the catalyst from the reaction medium, greater selectivity and generally give higher yield of products an ...
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Microsoft Word
Microsoft Word

... have been a new subject of synthetic studies for the development of a cytokine modulators. ...
Organocatalysed asymmetric Mannich reactions
Organocatalysed asymmetric Mannich reactions

... iPr , nPent). It was also observed that the obtained diastereomeric ratios resulting from aldehydes with smaller a-substituents (e.g. R1 = Et, nPr) were significantly higher if determined directly after aqueous work-up than after additional column chromatography. This indicates that epimerisation ta ...
Carbohydrates
Carbohydrates

... a. Aldose D family: triose – tetrose - pentose – hexose (Figure 23-3) b. Erythro and Threo: History as hydroxyl groups on same or opposite side of Fischer projection in tetroses (Section 23-4) c. D and L :History as Degradation to (+) or (-) glyceraldehyde respectively (for glyceraldehyde: D is R an ...
Chemistry - Tiwariacademy.net
Chemistry - Tiwariacademy.net

Oxidation of Cyclohexanol
Oxidation of Cyclohexanol

... much material used. The flask will become significantly warm because of the exothermic reaction. Swirl the flask containing the reaction mixture frequently for a full 20 minutes, also in the fume hood. During this time the reaction mixture should cool back to room temperature. Wet a piece of a potas ...
SCI2199 - Introduction to Organic Chemistry II
SCI2199 - Introduction to Organic Chemistry II

... 7. Which of the following could be used to synthesize 2-bromobutane? A) CH3CH2CH=CH2 + Br2(aq) → B) CH3CH2CHOHCH3 + HBr → C) CH3CH2C≡CH + HBr → D) CH3CH2C≡CH + Br2 → E) More than one of these choices. 8. Which of the alcohols listed below would you expect to react most rapidly with ...
Zinc Alkyls in Organic Synthesis
Zinc Alkyls in Organic Synthesis

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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.
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