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Cover Feature: Highly Stereoselective Strecker Synthesis Induced by a Slight Modification of Benzhydrylamine from Achiral to Chiral (Chem. Eur. J. 6/2018)
Author(s) -
Takamatsu Naoya,
Aiba Shohei,
Yamada Takuya,
Tokunaga Yuji,
Kawasaki Tsuneomi
Publication year - 2018
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.201705072
Subject(s) - strecker amino acid synthesis , stereoselectivity , chemistry , chirality (physics) , acetaldehyde , amine gas treating , stereochemistry , enantioselective synthesis , combinatorial chemistry , organic chemistry , catalysis , chiral symmetry , physics , quantum mechanics , quark , ethanol , nambu–jona lasinio model
Slight modification of a common substrate from achiral to chiral would expand the possibility of stereoselective synthesis to address enantioenriched compounds such as α‐amino acids. Initiated by the spontaneous formation of the enantioenriched α‐aminonitriles using achiral benzhydrylamine, chiral 2‐methylbenzhydrylamine was successfully utilized in the Strecker synthesis, including the enhancement of solid‐state chirality. L‐Alanine has been synthesized in 98% ee through the reaction between S ‐amine, acetaldehyde, and HCN. More information can be found in the Full Paper by T. Kawasaki et al. on page 1304.