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Cu‐Catalyzed Chemoselective Preparation of 2‐(Pinacolato)boron‐Substituted Allylcopper Complexes and their In Situ Site‐, Diastereo‐, and Enantioselective Additions to Aldehydes and Ketones
Author(s) -
Meng Fanke,
Jang Hwanjong,
Jung Byunghyuck,
Hoveyda Amir H.
Publication year - 2013
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.201301018
Subject(s) - enantioselective synthesis , catalysis , boron , chemistry , combinatorial chemistry , component (thermodynamics) , computer science , organic chemistry , physics , thermodynamics
Sustainable, efficient, selective : A three‐component, single‐vessel Cu‐catalyzed method for chemo‐, diastereo‐, and enantioselective conversion of B 2 (pin) 2 , monosubstituted allenes, and aldehydes or ketones to 2‐B(pin)‐substituted homoallylic alkoxides is described. Subsequent functionalization delivers valuable products in up to >98:2 d.r. and 97:3 e.r. (see scheme).