配座制御による立体選択的アルキル化反応

概要

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Allylic 1, 3-strain influences the conformational preferences of acyclic ester enolate having the allylic chiral center. In the most stable conformer, the allylic C-H bond is disposed on the enolate plain and two other more sterically demanding substituents are disposed such that they may differentiate the diastereotopic faces of the enolate. Subsequently, the facial selectivity is determined by the steric balance between these two substituents.<BR>Extention of this concept to a cyclic enolate provides the rational explanation and development of the conceptually new conformationally controled stereoselective alkylation of the cyclic enolate.<BR>The chiral catalysts are also designed on the basis of the conformation control and applied to the novel ligand-mediated catalytic asymmetric carbon-carbon bond forming reactions.
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