Volume 26, Issue 9
Preparative Organic Chemistry
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ChemInform Abstract: Enantioselective Synthesis of Allylic Alcohols via Asymmetric (2,3)- Sigmatropic Meisenheimer Rearrangement.

D. ENDERS

D. ENDERS

Inst. Org. Chem., Rhein.-Westf. Tech. Hochsch., 52074 Aachen, Germany

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H. KEMPEN

H. KEMPEN

Inst. Org. Chem., Rhein.-Westf. Tech. Hochsch., 52074 Aachen, Germany

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First published: February 28, 1995

Abstract

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ChemInform Abstract

The N-oxides obtained from the chiral alkenylpyrrolidine (III) undergo Meisenheimer rearrengement to produce the hydroxylamine derivatives ( IV). Reduction of (IV) gives the allylic alcohols (V) of high enantiomeric purity.

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