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Asymmetric Binary Acid Catalysis: A Regioselectivity Switch between Enantioselective 1,2‐ and 1,4‐Addition through Different Counteranions of In III
Author(s) -
Lv Jian,
Zhang Long,
Zhou Yueming,
Nie Zongxiu,
Luo Sanzhong,
Cheng JinPei
Publication year - 2011
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.201101254
Subject(s) - regioselectivity , enantioselective synthesis , chemistry , catalysis , indium , lewis acids and bases , adduct , stereochemistry , combinatorial chemistry , organic chemistry , medicinal chemistry
You can count on the anion : Simply swapping the anions of an indium Lewis acid leads to a remarkable regioselectivity switch between asymmetric 1,2‐ and 1,4‐addition reactions. N‐protected indoles and β,γ‐unsaturated α‐keto esters gave adducts with excellent enantioselectivity (see scheme).