Enantioselective total synthesis of (-)-dactylolide |
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Authors: | Louis Ignace Hungerford Natasha L Humphries Edward J McLeod Malcolm D |
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Affiliation: | School of Chemistry, F11, The University of Sydney, NSW 2006, Australia. |
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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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