Stereoselective total synthesis of (3R,8S)-falcarindiol, a common polyacetylenic compound from umbellifers

Authors
Zheng, GR Lu, W Cai, JC
Citation
Gr. Zheng et al., Stereoselective total synthesis of (3R,8S)-falcarindiol, a common polyacetylenic compound from umbellifers, J NAT PROD, 62(4), 1999, pp. 626-628
Citations number
16
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
62
Issue
4
Year of publication
1999
Pages
626 - 628
Database
ISI
SICI code
0163-3864(199904)62:4<626:STSO(A>2.0.ZU;2-G
Abstract
The first stereoselective total synthesis of (SR,8S)-falcarindiol (1) from L-tartaric acid and D-xylose is reported, via the Cadiot-Chodkiczwicz react ion, to couple 1-bromoalkyne (2) with 3(R)-(tert-butyldiphenylsilyloxy)-1-p enten-4-yne (3).