From dynamic to non-dynamic kinetic resolution of lactone-bridged biaryls:Synthesis of mastigophorene B

Citation
G. Bringmann et al., From dynamic to non-dynamic kinetic resolution of lactone-bridged biaryls:Synthesis of mastigophorene B, SYNTHESIS-S, (1), 2001, pp. 155-167
Citations number
89
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
1
Year of publication
2001
Pages
155 - 167
Database
ISI
SICI code
0039-7881(200101):1<155:FDTNKR>2.0.ZU;2-V
Abstract
The atroposelective ring cleavage of configurationally unstable biaryl lact ones, by dynamic kinetic resolution, is an efficient tool for the stereosel ective synthesis of axially chiral biaryl target molecules. The recent exte nsion of this methodology to the kinetic resolution of configurationally st able biaryl lactones and its application to natural product synthesis is de scribed herein, exemplarily for the preparation of the nerve-growth stimula ting dimeric sesquiterpene mastigophorene B.