DIELS-ALDER REACTION OF RACEMIC BETA-ISOPROPYL-ALPHA-METHYLENE-BETA-LACTONE WITH ENANTIOMERICALLY PURE 5,6,7,7A-TETRAHYDRO-7A-METHYL-1-PHENYL-4H-INDENE AND RETRO-CLEAVAGE OF THE RESULTING SPIRO-BETA-LACTONES - THE 1ST CASE OF A PERFECT TOPOLOGICAL RESOLUTION

被引：10
作者：
ADAM, W
SALGADO, VON
WEGENER, B
WINTERFELDT, E
机构：
[1] UNIV HANNOVER,INST UROL,SCHNEIDERBERG 1B,W-3000 HANNOVER,GERMANY
[2] UNIV WURZBURG,INST UROL,W-8700 WURZBURG,GERMANY
来源：
CHEMISCHE BERICHTE-RECUEIL | 1993年 / 126卷 / 06期
关键词：
ENANTIOSELECTIVITY; DIELS-ALDER REACTIONS; SPIRO-BETA-LACTONES; RETRO CLEAVAGE; RESOLUTION; TOPOLOGICAL;
D O I：
10.1002/cber.19931260638
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The racemic beta-isopropyl-alpha-methylene-beta-lactone 1 undergoes a configuration-dependent, highly selective [4 + 2] cycloaddition to the enantiomerically pure cyclopentadiene 2; chromatographic separation of the adducts and subsequent thermal retro cleavage provide the pure enantiomers (S)-1 and (R)-1 in 99% e.e.
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页码：1509 / 1510
页数：2
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