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• W2953048263 abstract "Conformational analysis of α,β-unsaturated sulfonamide based on ab initio calculation predicted a hinge-like molecular shape of ground state conformation. Referring to the result, three optically active trifluoromethylated sulfonamides 2a–c were designed and prepared from optically active pyrrolidines 1a–c as a chiral auxiliary. Michael additions to 2a–c with acctophenone/LDA and dimethyl malonate/NaH gave the adducts with various diastereoselectivities. The most diastereoselective olefin 2c with C2-symmetric chiral auxiliary was utilized as Michael acceptor to give .98 % de in the reaction with several selected nucleophiles." @default.
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• W2953048263 date "1997-01-01" @default.
• W2953048263 modified "2023-09-26" @default.
• W2953048263 title "Highly diastereoselective michael addition to optically active trifluoromethylated α,β-unsaturated sulfonamides based on their hinge-like conformation" @default.
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• W2953048263 doi "https://doi.org/10.1016/s0040-4020(96)01065-4" @default.
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