Chiral Bifunctional Sulfide‐Catalyzed Highly Enantioselective Bromolactonizations of 4‐Pentenoic Acids
Ryuichi Nishiyori, Megumi Okada, John R. J. Maynard, Seiji Shirakawa
Abstract
Abstract Despite extensive studies into the design of effective chiral catalysts for asymmetric halolactonizations, the development of highly enantioselective catalytic bromolactonization of 4‐aryl‐4‐pentenoic acids, which is one of the benchmark reactions, has not been completely satisfactory. Herein, we report the use of BINOL‐derived chiral bifunctional sulfide catalysts to achieve highly enantioselective bromolactonizations of 4‐aryl‐4‐pentenoic acids. The importance of the bifunctional design of chiral sulfide catalysts was clearly demonstrated in the present study. Furthermore, the present catalytic asymmetric reaction system could be applied to highly stereoselective desymmetrizing bromolactonizations.