INTERMOLECULAR AND INTRAMOLECULAR HETERO-DIELS-ALDER REACTIONS .29. SYNTHESIS OF ENANTIOMERICALLY PURE HETEROSTEROIDS BY INTRAMOLECULAR HETERO-DIELS-ALDER REACTION

被引:42
作者
TIETZE, LF [1 ]
BEIFUSS, U [1 ]
LOKOS, M [1 ]
RISCHER, M [1 ]
GOHRT, A [1 ]
SCHELDRICK, GM [1 ]
机构
[1] UNIV GOTTINGEN,INST ANORGAN CHEM,W-3400 GOTTINGEN,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 05期
关键词
D O I
10.1002/anie.199005271
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A tandem Knoevenagel/hetero‐Diels–Alder reaction of the aldehyde 2 with the cyclic 1,3‐dioxo compound 1 and its analogues leads stereoselectively to the trans‐bonded heterosteroids 3 (de > 98%). Aldehyde 2 is obtained by ozonolysis of enantiomerically pure tetrahydroindanone derivatives, which are in turn readily available by the Wiechert‐Hajos procedure. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
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页码:527 / 529
页数:3
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