The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10, 2-sultam with 1-pentene and 1-hexene

A Jeżewski, K Chajewska, Z Wielogórski…

Index: Jezewski, Artur; Chajewska, Katarzyna; Wielogorski, Zbigniew; Jurczak, Janusz Tetrahedron Asymmetry, 1997 ,  vol. 8,  # 11  p. 1741 - 1749

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Citation Number: 26

Abstract

The asymmetric ene reaction of N-glyoxyloyl-(2R)-bornane-10, 2-sultam 2 and its hemiacetal 3 with 1-pentene 4 and 1-hexene 5 in the presence of Lewis acids is reported. All the ene reactions studied led to diastereoisomeric mixtures of olefins 6 and 7 or 8 and 9, with predominance of products of the (S) absolute configuration on the newly formed stereogenic center. The absolute configuration (via X-ray analysis of 6 and chemical ...

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