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Bifunctional‐Phosphine‐Catalyzed Sequential Annulations of Allenoates and Ketimines: Construction of Functionalized Poly‐heterocycle Rings
Author(s) -
Li Erqing,
Jin Hongxing,
Jia Penghao,
Dong Xuelin,
Huang You
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201605189
Subject(s) - stereocenter , bifunctional , annulation , phosphine , catalysis , chemistry , stereoselectivity , carbon fibers , combinatorial chemistry , medicinal chemistry , organic chemistry , materials science , enantioselective synthesis , composite number , composite material
Abstract A highly stereoselective sequential annulation reaction between γ‐substituted allenoates and ketimines was reported. By using bifunctional N ‐acyl aminophosphine catalysts, poly‐heterocycle rings were obtained with high stereocontrol in good to excellent yields. The desired products have four contiguous stereogenic centers (one quaternary and three tertiary carbon centers), and only one isomer was obtained in all reactions.