Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Regular Articles
Total Synthesis of (S)-(+)-Curcudiol, and (S)-(+)- and (R)-(−)-Curcuphenol
Machiko ONOYuuko OGURAKazumi HATOGAIHiroyuki AKITA
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2001 Volume 49 Issue 12 Pages 1581-1585

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Abstract

A highly enantioselective synthesis of the versatile chiral synthons possessing one stereogenic center, (S)-and (R)-4-aryl-5-hydroxy-(2E)-pentenoate (3) was achieved based on the enzymatic reaction of (±)-3 with commercially 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.

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© 2001 The Pharmaceutical Society of Japan
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