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Enantioselective Alkynylation of Isatins: A Combination of Metal Catalysis and Organocatalysis
Author(s) -
Jiang Dan,
Tang Pei,
Tan Qiuyuan,
Yang Zhao,
He Ling,
Zhang Min
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202003118
Subject(s) - stereocenter , bifunctional , enantioselective synthesis , organocatalysis , alkynylation , catalysis , chemistry , combinatorial chemistry , organic chemistry
An efficient and catalytic asymmetric alkynylation of isatins has been developed using a bifunctional amidophosphine‐urea/AgBF 4 complex as the catalyst. By a combination of metal catalysis and organocatalysis, excellent enantioselectivities (up to 99 % ee ) and good yields are achieved. A wide range of both terminal alkynes and isatins are tolerated by this new catalyst system, providing access to structurally diverse propargylic alcohols with tetrasubstituted stereogenic centers in high efficiency.
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