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Efficient Asymmetric Synthesis of Prostaglandin E1

Author:
Jung, Jae-Chul, Park, Oee-Sook
Source:
Zeitschrift für Naturforschung 2014 v.62 no.4 pp. 556-560
ISSN:
0932-0776
Subject:
bromides, magnesium, prostaglandins, scanning electron microscopy
Abstract:
A simple synthesis of prostaglandin E₁ (PGE₁) is described. The key steps are an asymmetric Michael addition to establish the desired (R)-configurations at C8 and C12 of the 2- (trimethylsilyl)ethoxymethyl- (SEM) protected PGE1 and its one-pot deprotection with magnesium bromide in high yield. This method is potentially useful for the preparation of other modified prostaglandins.
Agid:
5223121