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Organocatalytic Enantioselective Synthesis of P ‐Stereogenic Chiral Oxazaphospholidines
Author(s) -
Wang Lanlan,
Du Zhijun,
Wu Qiang,
Jin Rizhe,
Bian Zheng,
Kang Chuanqing,
Guo Haiquan,
Ma Xiaoye,
Gao Lianxun
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600100
Subject(s) - stereocenter , enantioselective synthesis , chemistry , organocatalysis , stereochemistry , thiazole , bicyclic molecule , combinatorial chemistry , organic chemistry , catalysis
The enantioselective synthesis of P ‐stereogenic chiral organophosphines under organocatalysis is a challenging research field, and reports that use this approach are rare. Herein, we have developed the enantioselective synthesis of P ‐stereogenic chiral oxazaphospholidines by using a bicyclic thiazole as the organocatalyst in the P–N and P–O bond‐forming reaction. The P ‐chiral products were prepared in high yields with moderate enantioselectivities. The base that was used in this process had a significant influence on the enantioselectivity of the reaction and in some cases led to the opposite configuration of the P ‐chiral center.