Issue 17, 2011
From the journal:

Chemical Communications

Menthone and p-menthyl-3-carboxaldehyde as chiral auxiliaries

Claude Spino*a  

* Corresponding authors

a Université de Sherbrooke, Département de Chimie, 2500 Boul. Université, Sherbrooke, Qc, Canada
E-mail: Claude.Spino@USherbrooke.ca
Fax: +1 819-821-8017
Tel: +1 819-821-7087

Abstract

Two chiral auxiliaries and the role they play in the preparation of chiral carbonyl compounds and heterocyclic compounds are presented. Key reactions include SN2′ displacements, Mitsunobu with hydrazoic acid, and 3,3-sigmatropic rearrangements. One of the auxiliaries serves many functions and is removed either by oxidative cleavage or RCM reaction.

Graphical abstract: Menthone and p-menthyl-3-carboxaldehyde as chiral auxiliaries

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Article information

DOI
https://doi.org/10.1039/C0CC05543C
Article type
Feature Article
Submitted
13 Dec 2010
Accepted
15 Feb 2011
First published
09 Mar 2011

Chem. Commun., 2011,47, 4872-4883

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Menthone and p-menthyl-3-carboxaldehyde as chiral auxiliaries

C. Spino, Chem. Commun., 2011, 47, 4872 DOI: 10.1039/C0CC05543C

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