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The Use of a Single Derivative in the Configurational Assignment of Ketone Cyanohydrins
Author(s) -
Louzao Iria,
Seco José M.,
Quiñoá Emilio,
Riguera Ricardo
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201001107
Subject(s) - cyanohydrin , chemistry , ketone , derivative (finance) , aryl , organic chemistry , computational chemistry , stereochemistry , combinatorial chemistry , catalysis , alkyl , financial economics , economics
The absolute stereochemistry of ketone cyanohydrins can be easily determined by preparing a single MPA derivative. The comparison of two NMR spectra at different temperatures allows the assignment by just paying attention to the evolution of the cyanohydrin chemical shifts. The special case of α‐aryl‐substituted cyanohydrins is also described.