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Three-component coupling synthesis of prostaglandins. A simplified, general procedure

✍ Scribed by Masaaki Suzuki; Yasushi Morita; Hiroshi Koyano; Masahiro Koga; Ryoji Noyori

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
892 KB
Volume
46
Category
Article
ISSN
0040-4020

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✦ Synopsis

In the presence of dtmethylzinc. (R)-tert-butyldimethylstloxy-2cyclopentenone can be linked with (S.E)-1-lithio-3-tert-butyldimethylsiloxy-1 -octene and methyl 7-iodo-5-heptynoate.

giving a protected 5,6didehydroprostaglandin E2. Use of an o side-chain aldehyde or nitroalkene in place of the propargylic iodide affords the C-7 and C-6 functionalized prostaglandins, respectively.

This new protocol constitutes the simplest three-component method for the synthesis of various natural and unnatural prostaglandins.

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## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

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