Volume 31, Issue 16
Heterocyclic Compounds
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ChemInform Abstract: Remote Chiral Induction in the Thio-Claisen Rearrangement of Bicyclic Thiolactams.

Daniel J. Watson

Daniel J. Watson

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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Charles M. Lawrence

Charles M. Lawrence

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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A. I. Meyers

A. I. Meyers

Dep. Chem., Colo. State Univ., Fort Collins, CO 80523, USA

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First published: 09 June 2010

Abstract

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ChemInform Abstract

The stereochemical outcome in the thio-Claisen rearrangement taking place in bicyclic lactams is shown to be dramatically affected by remote steric effects in the oxazolidine ring of (I), (IV), and (VI).

chemical structure image

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