Remarkable Inversion in Configuration of the Product Alcohols from the AsymmetricReduction of ortho-Hydroxyacetophenones with B-Chlorodiisopinocampheylborane

摘要

Asymmetric reduction of o-hydroxyacetaphenones with Beta-Chlorodiisopinocampheylborane provides product alcohols with the opposite configuration compared to those produced in the reduction of the corresponding o-methoxyacetophenones. The implications of this result for organic synthesis are discussed. (jg).