Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Total Synthesis of Cleomiscosin A, a Coumarinolignoid
HITOSHI TANAKA, ICHIRO KATO, KAZUO ITO
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Keywords: coumarin
JOURNAL FREE ACCESS

1985 Volume 33 Issue 8 Pages 3218-3223

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Abstract
The coumarinolignoid cleomiscosin A (1), having antitumor activity, has been synthesized via the keto-ester (10), which was prepared from readily available starting materials (6 and 9). Removal of the methoxymethyl group of 10 followed by reduction with lithium borohydride gave a mixture of diols (12a, b). Treatment of 12a, b with 5% sulfuric acid in acetic acid provided cleomiscosin A monoacetate (14) and subsequent hydrolysis with sodium hydroxide afforded 1.
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© The Pharmaceutical Society of Japan
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