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Enantioselective total synthesis of (-)-Dactylolide

Louis, Ignace; Hungerford, Natasha; Humphries, Edward; McLeod, Malcolm

Description

The enantioselective total synthesis of (-)-dactylolide is reported. The absolute stereochemistry of the tetrahydropyran was established by catalytic asymmetric Jacobsen hetero-Diels-Alder reaction. The remote C19 stereocenter was introduced by a sequence of chelation-controlled Grignard addition and Ireland-Claisen rearrangement.

CollectionsANU Research Publications
Date published: 2006
Type: Journal article
URI: http://hdl.handle.net/1885/31917
Source: Organic Letters
DOI: 10.1021/ol053092b

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