Total synthesis of (S)-(+)-curcudiol, and (S)-(+)- and (R)-(-)-curcuphenol

Authors
Ono, M Ogura, Y Hatogai, K Akita, H
Citation
M. Ono et al., Total synthesis of (S)-(+)-curcudiol, and (S)-(+)- and (R)-(-)-curcuphenol, CHEM PHARM, 49(12), 2001, pp. 1581-1585
Citations number
16
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
49
Issue
12
Year of publication
2001
Pages
1581 - 1585
Database
ISI
SICI code
0009-2363(200112)49:12<1581:TSO(A(>2.0.ZU;2-E
Abstract
A highly enantioselective synthesis of the versatile chiral synthons posses sing one stereogenic center, (S)-and (R)-4-aryl-5-hydroxy-(2E)-pentenoate ( 3) was achieved based on the enzymatic reaction of (+/-)-3 with commerciall y available lipases MY-30 or OF-360 from Candida rugosa. Application of (S) -3 and (R)-3 to the total syntheses of (S)-curcuphenol (1), (S)-curcudiol ( 2), and (R)-curcuphenol (1), respectively, is described.