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H-1-NMR CORRELATION OF CHIRAL 3-PHENYLBUTANOATES FOR THE DETERMINATION OF ABSOLUTE STEREOCHEMISTRY OF CHIRAL ALCOHOLS

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Title H-1-NMR CORRELATION OF CHIRAL 3-PHENYLBUTANOATES FOR THE DETERMINATION OF ABSOLUTE STEREOCHEMISTRY OF CHIRAL ALCOHOLS
 
Creator NADKARNI, PJ
SAWANT, MS
TRIVEDI, GK
 
Subject asymmetric conjugate addition
o-methylmandelate
carboxylic-acids
chemical-shifts
configuration
1,4-additions
derivatives
auxiliaries
enoates
 
Description A study of diastereoselective 1,4-addition of phenyl Grignard has been attempted on some chiral crotonates. The Pi-facial selectivities in these reactions have been determined on the basis of specific rotations of the hydrolysis product, namely 3-phenyl butanoic acid (3PBA). Correlation of these results with the results obtained from (1)HNMR shieldings arising due to phenyl anisotropy, has led to conformational correlation model for the determination of absolute stereochemistry of chiral alcohols.
 
Publisher PERGAMON-ELSEVIER SCIENCE LTD
 
Date 2011-08-25T04:35:55Z
2011-12-26T12:56:54Z
2011-12-27T05:46:26Z
2011-08-25T04:35:55Z
2011-12-26T12:56:54Z
2011-12-27T05:46:26Z
1995
 
Type Article
 
Identifier TETRAHEDRON-ASYMMETRY, 6(8), 2001-2010
0957-4166
http://dx.doi.org/10.1016/0957-4166(95)00260-V
http://dspace.library.iitb.ac.in/xmlui/handle/10054/10896
http://hdl.handle.net/10054/10896
 
Language en