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- W2018953911 abstract "The ortho ester Claisen rearrangement of trisubstituted allylic alcohols exhibits significant levels of diastereoselection. In E allylic alcohols, a 1,3-diaxial interaction develops in the chairlike transition state leading to the anti isomer, rendering the reaction syn selective by a factor of 3-5 to 1. In Z allylic alcohols, the 1,3-diaxial interaction develops in the transition state leading to the syn isomer, generating an anti:syn selectivity of 6-15 to 1. The relative stereochemistry of the syn isomer was confirmed independently by the synthesis of the mycotoxin botryodiplodin." @default.
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- W2018953911 date "1997-04-01" @default.
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- W2018953911 title "Acyclic Stereoselection in the Ortho Ester Claisen Rearrangement" @default.
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- W2018953911 doi "https://doi.org/10.1021/jo9614250" @default.
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