Asymmetric hetero-Diels-Alder addition of 1-methoxybuta-1,3-diene to (2R)-N-pyruvoyl- and (2R)-N-(phenylglyoxyloyl)bornane-10,2-sultam

被引：0

作者：

Kiegiel, J

Chapuis, C

Urbañczyk-Lipkowska, Z

Jurczak, J

机构：

[1] Univ Warsaw, Dept Chem, PL-02093 Warsaw, Poland

[2] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

来源：

HELVETICA CHIMICA ACTA | 1998年 / 81卷 / 09期

关键词：

D O I：

10.1002/(SICI)1522-2675(19980909)81:9<1672::AID-HLCA1672>3.0.CO;2-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Cycloadditions of 1-merhoxvbuta-1,3-diene to (2R)-N-pyruvoyl and (2R)-N-(phenylglyoxyloyl)bornane-10,2-sultam ((-)-1b and (-)-1c, resp.) under high-pressure conditions are presented. The absolute configurations of the cycloadducts 2b,c and of their resulting reduced alcohols 3b,c are based on their X-ray analyses. The stereochemical course of these reactions is discussed and compared to the inverse diastereoselectivity observed for the analogous cycloaddition to (2R)-N-glyoxyloylbornane-10,2-sultam (1a).

引用

页码：1672 / 1680

页数：9

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