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Efficient Asymmetric Hydrogenation of α‐Acetamidocinnamates through a Simple, Readily Available Monodentate Chiral H ‐Phosphinate
Author(s) -
Wang XiangBo,
Goto Midori,
Han LiBiao
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201304675
Subject(s) - phosphinate , asymmetric hydrogenation , rhodium , intramolecular force , denticity , chemistry , asymmetric induction , catalysis , enantioselective synthesis , hydrogen bond , combinatorial chemistry , simple (philosophy) , stereochemistry , organic chemistry , molecule , crystal structure , fire retardant , philosophy , epistemology
An air‐stable, simple ( R P )‐mentylbenzylphosphinate, readily available in large quantities, can efficiently induce the rhodium‐catalyzed asymmetric hydrogenation of α‐acetamidocinnamates with high enantioselectivity (up to 99.6 % ee ). Intramolecular hydrogen bonding plays an important role in this asymmetric induction.