Differentiation and assignment of the proton NMR signals in the bis-MTPA ester of meso-alpha,alpha-dimethyl-1,4-benzenedimethanol

被引:3
作者
Baldwin, BW [1 ]
Morrow, CJ [1 ]
机构
[1] UNIV NEW MEXICO,DEPT CHEM,ALBUQUERQUE,NM 87131
关键词
D O I
10.1016/0957-4166(96)00378-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
NaBH4 reduction of one ketone in 1,4-diacetylbenzene followed by Amano PS catalyzed acylation of the R enantiomer, separation of the R acetate from the S alcohol, and reduction of the remaining ketone in each with NaBD4, has provided two mixtures of monodeuterated diol diastereomers: R,R(d) plus R,S(d) and S,R(d) plus S,S(d). Conversion of the unseparated diols into their bis-(R)-MTPA (Mosher's) esters has allowed the NMR signals arising from the C-methyl groups at the R and the S ends of meso-alpha,alpha-dimethyl-1,4-benzenedimethanol bis-(R)-MTPA ester to be assigned unequivocally. Copyright (C) 1996 Published by Elsevier Science Ltd
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页码:2871 / 2878
页数:8
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