Asymmetric Binary Acid Catalysis: A Regioselectivity Switch between Enantioselective 1,2‐ and 1,4‐Addition through Different Counteranions of In III | Zendy

Lv Jian | Zendy; Zhang Long | Zendy; Zhou Yueming | Zendy; Nie Zongxiu | Zendy; Luo Sanzhong | Zendy; Cheng JinPei | Zendy

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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).

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