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| Title: | H-1-NMR CORRELATION OF CHIRAL 3-PHENYLBUTANOATES FOR THE DETERMINATION OF ABSOLUTE STEREOCHEMISTRY OF CHIRAL ALCOHOLS |
| Authors: | NADKARNI, PJ
SAWANT, MS
TRIVEDI, GK |
| Keywords: | asymmetric conjugate addition
o-methylmandelate
carboxylic-acids
chemical-shifts
configuration
1,4-additions
derivatives
auxiliaries
enoates |
| Issue Date: | 1995 |
| Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
| Citation: | TETRAHEDRON-ASYMMETRY, 6(8), 2001-2010 |
| Abstract: | 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. |
| URI: | 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 |
| ISSN: | 0957-4166 |
| Appears in Collections: | Article
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