Pd(II)-Catalyzed Tandem Enantioselective Methylene C(sp3)-H Alkenylation/Aza-Wacker Cyclization to Access β-Stereogenic γ-Lactams.

Yi Ding,Ye-Qiang Han,Le-Song Wu,Tao Zhou,Qi-Jun Yao,Ya-Lan Feng,Ya Li,Ke-Xin Kong,Bing-Feng Shi

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION（2020）

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摘要

Herein, we describe an unprecedented cascade reaction to beta-stereogenic gamma-lactams involving Pd(II)-catalyzed enantioselective aliphatic methylene C(sp(3))-H alkenylation-aza-Wacker cyclization through syn-aminopalladation. Readily available 3,3 '-substituted BINOLs are used as chiral ligands, providing the corresponding gamma-lactams with broad scope and high enantioselectivities (up to 98 % ee).

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关键词

aza-Wacker cyclization,C-H activation,enantioselectivity,palladium,cascade reaction

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