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Synthesis of ent-haterumalide NA (ent-oocydin A) methyl ester
Journal article   Peer reviewed

Synthesis of ent-haterumalide NA (ent-oocydin A) methyl ester

Yonghong Gu and Barry B Snider
Organic letters, Vol.5(23), pp.4385-4388
11/13/2003
PMID: 14602006

Abstract

Macrolides - chemical synthesis Esters
[reaction: see text] Stille coupling of allylic chloride 26 with vinylstannane 4a afforded 65% of 27 with the requisite skipped diene, vinyl chloride, and allylic oxygen functionality. Yamaguchi macrolactonization of 28 provided 65% of 29, which was elaborated to haterumalide NA methyl ester (32) by a Nozaki-Hiyama-Kishi coupling with 31.

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