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Catalytic Asymmetric Allenylation: Regulation of the Equilibrium between Propargyl‐ and Allenylstannanes during the Catalytic Process
Author(s) -
Yu ChanMo,
Yoon SookKyung,
Baek Kwangwoo,
Lee JaeYoung
Publication year - 1998
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/(sici)1521-3773(19980918)37:17<2392::aid-anie2392>3.0.co;2-d
Subject(s) - propargyl , regioselectivity , catalysis , reagent , chemistry , combinatorial chemistry , process (computing) , enantioselective synthesis , organic chemistry , computational chemistry , computer science , operating system
Achiral substrates 1 and 2 can be regioselectively converted into chiral allenyl alcohols 3 through the title reaction [Eq. (1)] with the synergetic reagent i PrSBEt 2 and a chiral Ti IV catalyst. The dramatic regioselectivity originates from the regulation of the equilibrium between propargyl‐ and allenylstannanes during the catalytic process.