A stereoselective synthesis of (±)-malyngolide
Authors:
- Hisahiro HagiwaraHHHisahiro Hagiwara
- Hisashi UdaHUHisashi Uda
- 1 January 1985
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 6,p. 1157-1159
Abstract
A stereoselective synthesis of (±)-malyngolide(1) has been accomplished by applying a cross-aldol condensation of the dianion of ethyl 2-methyl-3-oxobutyrate (3) with 1-(tetrahydropyran-2-yloxy)-undecan-2-one (4). Reduction of the 3-oxo group of the resulting 3-oxopentanolide (6), followed by dehydration of the alcohol (7) and catalytic hydrogenation of the unsaturated hydroxy lactone (10), furnished (±)-malyngolide (1) in 34% overall yield.Keywords
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