Premium
Design of Peptidyl Thiourea Derivatives as Organocatalysts for the Asymmetric Ring Opening of meso ‐Stilbene Oxides
Author(s) -
Chimni Swapandeep Singh,
Kumar Vikas,
Bala Neeraj
Publication year - 2014
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201402040
Subject(s) - chemistry , thiourea , stereocenter , organocatalysis , ring (chemistry) , enantioselective synthesis , stereochemistry , residue (chemistry) , catalysis , organic chemistry , combinatorial chemistry
Chiral peptidyl thiourea organocatalysts were designed and synthesized for asymmetric ring‐opening of cis ‐stilbene oxides with N ‐phenylpiperazines. Chiral β ‐amino alcohols were obtained with up to 95 % ee after crystallization. The configuration at the N‐terminal residue stereogenic center of peptidyl thiourea organocatalyst was found to affect the stereochemical outcome of the reaction.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom