ASYMMETRIC DEPROTONATION OF ORGANOMOLYBDENUMAND ORGANO-IRON COMPLEXES

Gunjan Bansal

Volume 1, Issue 1 2017

Page: 64-87

Abstract

Optically active carbonyl compounds present an important group of intermediates for asymmetric synthesis. The most commonly used methods for chiral carbonyl compound synthesis involve the use of chiral auxiliaries. Chiral oxazolidinones, oxazolines and hydrazonesare the most studied and useful chiral auxiliaries developed so far.Though these methodologies provide excellent solutions to the problem, they require multistep reaction sequences for preparation and recovery of the chiral auxiliaries. Another approach to prepare optically active carbonyl compounds is the use of chiral lithium amide bases. Hindered secondary amide bases e.g., LDA, KHMDS etc., have been widely used for kinetically controlled deprotonations. Chiral Liamides distinguish between two enantiotopic a-protons of pro-chiral cyclic ketones in a kinetically controlled deprotonation step generating chiral enolates which, on reaction with an electrophile, yield the product in optically activeform.

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