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Highly Enantioselective Cycloisomerization of Enynes Catalyzed by Rhodium for the Preparation of Functionalized Lactams
Author(s) -
Lei Aiwen,
Waldkirch Jason P.,
He Minsheng,
Zhang Xumu
Publication year - 2002
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 - 10.1002/1521-3773(20021202)41:23<4526::aid-anie4526>3.0.co;2-k
Subject(s) - cycloisomerization , enantioselective synthesis , rhodium , catalysis , chemistry , organic chemistry , combinatorial chemistry
Values of over 99 % ee were obtained for all the tested substrates in the Rh I ‐catalyzed Alder‐ene reaction, as applied to the highly enantioselective formation of functionalized lactams. In most cases, α‐substituted γ‐butyrolactams were obtained in high yields by simply mixing commercially available [{Rh(cod)Cl} 2 ] and binap with the substrates (see scheme).