FACE-SELECTIVE AND ENDO-SELECTIVE CYCLOADDITIONS WITH ENANTIOMERICALLY PURE CYCLOPENTADIENES

Authors
BECKMANN M MEYER T SCHULZ F WINTERFELDT E
Citation
M. Beckmann et al., FACE-SELECTIVE AND ENDO-SELECTIVE CYCLOADDITIONS WITH ENANTIOMERICALLY PURE CYCLOPENTADIENES, Chemische Berichte, 127(12), 1994, pp. 2505-2509
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Chemische Berichte → ACNP
ISSN journal
00092940
Volume
127
Issue
12
Year of publication
1994
Pages
2505 - 2509
Database
ISI
SICI code
0009-2940(1994)127:12<2505:FAECWE>2.0.ZU;2-X
Abstract
A general synthetic route to the enantiopure bicyclic cyclopentadienes (S)-3 and (R)-3 of the hydrindane series, starting from the Hajos-Wie chert ketone 4 or its enantiomer is described. Reasons for the excelle nt face and endo selectivity of cycloadditions and the resulting conse quences for chiral recognition are discussed.