Tetrahedron: asymmetry

The use of nonactivated iminodienophiles in the stereoselective aza-Diels–Alder reaction

A Trifonova, PG Andersson

Index: Trifonova, Anna; Andersson, Pher G. Tetrahedron Asymmetry, 2004 , vol. 15, # 3 p. 445 - 452

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Citation Number: 14

Abstract

This paper describes the preparation of nitrogen-containing bicycles by the aza-Diels–Alder reaction of nonactivated iminodienophiles and cyclopentadiene. Readily available starting materials such as (S)-(−)-lactate and l-amino acids were used for the preparation of chiral aldehydes with high enantiomeric excess. The improved oxidation procedure by Dess– Martin periodinane was employed for the synthesis of l-alanine derived phthalimide ...

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