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J Am Chem Soc. 1969 Sep 24;91(20):5675-7.

Stereo-controlled synthesis of prostaglandins F-2a and E-2 (dl).

Abstract

PIP:

A new approach to the synthesis of prostaglandins, designed with the following objectives in mind, is reported. The objectives were: 1) control of stereochemistry; 2) the synthesis of all of the primary prostaglandins and a variety of analogs from a single precursor; and 3) optical resolution at an early stage. The fifteenth synthesis step yielded dl-prostaglandin F2 alpha identical to the natural hormone. Step by step routes of synthesis and stereochemistry are depicted in the text.

PMID:
5808505
DOI:
10.1021/ja01048a062
[Indexed for MEDLINE]

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