Premium
Catalytic Asymmetric Iodoesterification of Simple Alkenes
Author(s) -
Arai Takayoshi,
Horigane Kodai,
Suzuki Takumi K.,
Itoh Ryosuke,
Yamanaka Masahiro
Publication year - 2020
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.202003886
Subject(s) - simple (philosophy) , catalysis , chemistry , organic chemistry , philosophy , epistemology
Catalytic asymmetric iodoesterification of simple alkenes was achieved using a dinuclear zinc‐3,3′‐( R , S , S )‐bis(aminoimino)binaphthoxide ( di‐Zn ) complex. For iodoesterification using p ‐methoxybenzoic acid, the N ‐iodonaphthalenimide (NIN)‐I 2 system was effective for producing iodoesters in a highly enantioselective manner. The synthetic utility of chiral iodo‐ p ‐methoxybenzoates was also demonstrated. The quartet of metal ionic bond, hydrogen bond, halogen bond, and π‐π stacking is harmonized on the single reaction sphere of di‐Zn catalyst for enabling the highly enantioselective catalytic asymmetric iodoesterification of simple alkenes for the first time.