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Acyclic asymmetric induction with carboncarbon bond formation
Authors:Minoru Isobe  Masato Kitamura  Toshio Goto
Affiliation:Laboratory of Organic Chemistry, Faculty of Agriculture, Nagoya University Chikusa, Nagoya 464, JAPAN
Abstract:The acyclic asymmetric induction is described which involves heteroconjugate addition of MeLi to α-hydroxy hetero-olefins and concomitant intramolecular silicon-migration to produce α,α-sulfonyl-dianion of the threo adduct being of utility for the second CC bond formation in one pot. It also contains the first chemical proof of the regiochemical assignment to the hetero-olefins.
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