Development of aliphatic alcohols as nucleophiles for palladium-catalyzed DYKAT reactions: Total synthesis of (+)-hippospongic acid A

BM Trost, MR Machacek, HC Tsui

文献索引：Trost, Barry M.; Machacek, Michelle R.; Tsui, Hong C. Journal of the American Chemical Society, 2005 , vol. 127, # 19 p. 7014 - 7024

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被引用次数: 93

摘要

The ability to use aliphatic alcohols as competent nucleophiles in the palladium-catalyzed dynamic kinetic asymmetric transformation of Baylis-Hillman adducts is explored. High yield and enantioselectivity is obtained for both the kinetic transformation and dynamic kinetic transformation. The absolute stereochemistry of the products is used to explore the reactive conformation of 2-substituted π-allyl complexes with DPPBA-based chiral ligands. The ...