Issue 42, 2008
From the journal:

Chemical Communications

Highly enantioselective carbon–carbon bond formation by Cu-catalyzed asymmetric [2,3]-sigmatropic rearrangement: application to the syntheses of seven-membered oxacycles and six-membered carbocycles†

Gullapalli Kumaraswamy,*a   Kadivendi Sadaiah,a   Duggirala Subrahmanya Ramakrishna,a   Naresh Police,b   Balasubramanian Sridharc  and  Jagadeesh Bharatamb  

* Corresponding authors

a Organic Division-III, Indian Institute of Chemical Technology, Hyderabad, India
E-mail: gkswamy_iict@yahoo.co.in
Fax: +91-40-27193275
Tel: +91-40-27193154

b NMR Division, Indian Institute of Chemical Technology, Hyderabad, India

c Laboratory of X-ray crystallography, Indian Institute of Chemical Technology, Hyderabad, India

Abstract

A concise route for the syntheses of enantioenriched functionalized scaffolds of medium-sized oxacycles and carbocycles employing the chiral auxiliary-mediated Cu-catalyzed ylide formation/[2,3]-sigmatropic rearrangement as a key step was developed.

Graphical abstract: Highly enantioselective carbon–carbon bond formation by Cu-catalyzed asymmetric [2,3]-sigmatropic rearrangement: application to the syntheses of seven-membered oxacycles and six-membered carbocycles

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Article information

DOI
https://doi.org/10.1039/B810770J
Article type
Communication
Submitted
25 Jun 2008
Accepted
05 Aug 2008
First published
17 Sep 2008

Chem. Commun., 2008, 5324-5326

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Highly enantioselective carbon–carbon bond formation by Cu-catalyzed asymmetric [2,3]-sigmatropic rearrangement: application to the syntheses of seven-membered oxacycles and six-membered carbocycles

G. Kumaraswamy, K. Sadaiah, D. S. Ramakrishna, N. Police, B. Sridhar and J. Bharatam, Chem. Commun., 2008, 5324 DOI: 10.1039/B810770J

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