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Phosphine-Catalyzed Sequential [3+2]/[3+2] Annulation between Allenoates and Arylidenemalononitriles for the Enantioselective Construction of Bicyclo[3,3,0]octenes and Cyclopenta[c]quinolinones

Wang, Nengzhong; Lang, Yimin; Wang, Junjie; Wu, Zugen; Lu, Yixin*
Science Citation Index Expanded
天津大学

摘要

A highly diastereo- and enantioselective phosphine-catalyzed sequential [3 + 2]/[3 + 2] annulation of allenoates with arylidenemalononitriles has been developed. This reaction allows for the facile construction of multifunctionalized cis-fused bicyclic[3,3,0]octene scaffolds, encompassing three consecutive stereogenic centers with one quaternary carbon center, in a one-step operation from readily available materials. The reported protocol is scalable, operates under mild reaction conditions, and creates the core structural motif of a number of natural products.

关键词

3+2 CYCLOADDITION ACID CYCLOPENTENES KETIMINES ALLENES IMINES ACCESS