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Preparation of (+)-Hamabiwalactone B via Stille Coupling of an Enantiomerically Pure Stannylfuranone

Richecœur, Alexandre M.E. and Sweeney, Joseph B. (2000) Preparation of (+)-Hamabiwalactone B via Stille Coupling of an Enantiomerically Pure Stannylfuranone. Tetrahedron, 56 (3). pp. 389-395. ISSN 0040-4020
Abstract

An unambiguous and highly enantioselective total synthesis of the naturally occurring 2(5H)-furanone Hamabiwalactone B has been achieved. The key step was a palladium-catalysed cross coupling (“Stille” coupling) of the previously unreported stannylfuranone 2 with (E)-iodoalkene 3. The enantiomeric purity of the synthetic natural product was ≥99%, as judged by chiral HPLC.

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Item Type:
Article
Depositing User:
Joseph Sweeney
Date Deposited:
18 Oct 2012 10:25
Revision:
10
Last Modified:
28 Aug 2021 11:22
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