Volume 28, Issue 50
Isocyclic Compounds
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ChemInform Abstract: Nucleophilic α-Addition to Alkynoates. A Synthesis of Dehydroamino Acids.

B. M. TROST

B. M. TROST

Dep. Chem., Stanford Univ., Stanford, CA 94305, USA

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G. R. DAKE

G. R. DAKE

Dep. Chem., Stanford Univ., Stanford, CA 94305, USA

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First published: 02 August 2010

Abstract

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ChemInform Abstract

The phosphine induced α-addition of nitrogen nucleophiles to conjugated alkynoates represents a new regioselective mode for the preparation of dehydroamino acids. By the use of alkyl substituted propiolates competitive γ-addition or redox isomerization can also occur. The reaction conditions, mainly the phosphine, infuence the course of reaction.

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