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• W2176846985 abstract "The asymmetric total synthesis of the marine metabolite, halicholactone 1, is described. The bisallylic triol 6 with three chiral centers at C8, C12, and C15 was constructed by [2,3]-sigmatropic rearrangement of the sulfoxide 18, which was prepared stereoselectively using the chirality of (diene)Fe(CO)3 complexes. Introduction of the trans-substituted cyclopropane subunit into 21 was successfully achieved using the modified regio- and stereoselective Simmons-Smith reaction. The use of RCM (ring-closing metathesis) methodology (4-->35) was pivotal for the formation of a nine-membered unsaturated lactone fragment of halicholactone 1. As this approach is flexible and stereoselective, other oxylipins could be synthesized by the protocol described herein." @default.
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• W2176846985 date "2000-12-09" @default.
• W2176846985 modified "2023-10-16" @default.
• W2176846985 title "Asymmetric Total Synthesis of Halicholactone" @default.
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• W2176846985 doi "https://doi.org/10.1021/jo001036c" @default.
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