A formal catalytic asymmetric synthesis of (+)-biotin with modified cinchona alkaloids

Citation
Ch. Choi et al., A formal catalytic asymmetric synthesis of (+)-biotin with modified cinchona alkaloids, SYNTHESIS-S, (11), 2001, pp. 1737-1741
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
11
Year of publication
2001
Pages
1737 - 1741
Database
ISI
SICI code
0039-7881(200108):11<1737:AFCASO>2.0.ZU;2-J
Abstract
A formal catalytic asymmetric synthesis of (+)-biotin was realized. The key steps involve a catalytic, highly enantioselective and quantitative desymm etrization of a meso cyclic anhydride followed by a one-pot chemoselective reduction to form the optically active lactone intermediate in the Goldberg -Sternbach (+)-biotin synthesis.