Prostaglandins. Part 4. Synthesis of (±)-11-deoxyprostaglandins from 2-(ω-hydroxyheptyl) cyclopent-2-enones

TS Burton, MPL Caton, ECJ Coffee, T Parker…

Index: Burton; Caton; Coffee; Parker; Stuttle; Watkins Journal of the Chemical Society. Perkin transactions 1, 1976 , # 23 p. 2550 - 2556

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Citation Number: 7

Abstract

Conjugate nitrile addition to 2-(7-hydroxyheptyl) cyclopent-2-enone (IIIa) and subsequent elaboration the aldehydes [(VIa),(Xa)] affords a convenient direct route to (±)-11- deoxyprostaglandins of the E and F series. Syntheses of (±)-10-methyl-and (±)-α-nor-11- deoxyprostaglandins are also described.