Organic Letters 2006-03-16

Enantioselective total synthesis of (-)-dactylolide.

Ignace Louis, Natasha L Hungerford, Edward J Humphries, Malcolm D McLeod

Index: Org. Lett. 8(6) , 1117-1120, (2006)

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Abstract

[reaction: see text] 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.

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Enantioselective total synthesis of (-)-dactylolide.

Abstract

Related Compounds