1,3-versus 1,4-asymmetric induction in Mukaiyama-Michael additions of optically active ketene acetals to 2-methylcyclopent-2-en-1-one: a remarkable inversion of facial selectivity

Authors
Gorobets, E Urbanczyk-Lipkowska, Z Stepanenko, V Wicha, J
Citation
E. Gorobets et al., 1,3-versus 1,4-asymmetric induction in Mukaiyama-Michael additions of optically active ketene acetals to 2-methylcyclopent-2-en-1-one: a remarkable inversion of facial selectivity, TETRAHEDR L, 42(6), 2001, pp. 1135-1138
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
6
Year of publication
2001
Pages
1135 - 1138
Database
ISI
SICI code
0040-4039(20010205)42:6<1135:11IIMA>2.0.ZU;2-E
Abstract
TrSbCl6-catalyzed addition of selected optically active ketene acetals to 2 -methylcyclopent-2-en-1-one for steroid synthesis is described. Inversion o f facial selectivity in 1,3- and 1,4-asymmetric induction was observed. (C) 2001 Elsevier Science Ltd. All rights reserved.