141212-06-8Relevant articles and documents
Substituent Effect on the Enantioface-Differentiating Reaction of (R)- with m- or p-Substituted Acetophenones
Kunieda, Norio,Nokami, Junzo,Kinoshita, Masayoshi
, p. 526 - 529 (2007/10/02)
When lithiomethyl p-tolyl sulfoxide derived from (R)-(+)- was allowed to react with acetophenones which have a variety of m- or p-substituents, the corresponding diastereomeric mixture of β-hydroxy sulfoxides (RSSC and RSRC) was produced.The degree of enantioselectivity was affected by the nature of the substituent on benzene ring.The logarithms of RSSC/RSRC values thus obtained gave a good correlation with Hammett's ? values, affording a negative straight line.The results have been discussed in view of the stereochemical course of the reaction.