Bicyclo[2.2.1] heptane-carboxamides: Pathway to chiral ketones and cyclopentanes - Image 1

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LAP Lambert Academic Publishing Bicyclo[2.2.1] heptane-carboxamides: Pathway to chiral ketones and cyclopentanes

Name: Bicyclo[2.2.1] heptane-carboxamides: Pathway to chiral ketones and cyclopentanes
Brand: LAP Lambert Academic Publishing
Price: 44.0 GBP
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Organic Chemistry

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Description

This book summarizes efforts toward the chiral synthesis of norcamphor and analogues. Intermediate amide was resolved and X-ray structure of the enantiomers solved. The absolute configuration of the ketones was inferred from that of corresponding amide precursor. The conversion of the precursors to the ketones was performed and proved to be stereospecific. This was based on the hydrolysis of chloronitriles to ketones via amides. Since chlorine gives anomalous dispersion of X-rays, the chlorinated intermediates could be used to assign absolute configuration of the ketones. The generated synthesized chiral ketones play a critical role in the synthesis of disubstituted cyclopentanes as demonstrated in the synthesis of stereoselective hydroxylation of the bicyclic amides and subsequent ketonization. Lactonization followed by hydrolysis gives a cyclopentane with 3 or 4 well defined stereogenic centers.

Product Specifications

Brand: LAP Lambert Academic Publishing
Format: paperback
ASIN: 3838328000
Category: Books > Subjects > Science, Nature & Maths > Chemistry > Organic Chemistry
Domain: Amazon UK
Release Date: 10 December 2009
Listed Since: 14 December 2009

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LAP Lambert Academic Publishing Bicyclo[2.2.1] heptane-carboxamides: Pathway to chiral ketones and cyclopentanes

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LAP Lambert Academic Publishing Bicyclo[2.2.1] heptane-carboxamides: Pathway to chiral ketones and cyclopentanes

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