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SYNTHESES OF 3-SUBSTITUTED CHIRAL BORNEOLS AND ISOBORNEOLS AND THEIR ACRYLATES - PRECURSORS FOR PI-FACIAL SELECTIVE REACTIONS

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Title SYNTHESES OF 3-SUBSTITUTED CHIRAL BORNEOLS AND ISOBORNEOLS AND THEIR ACRYLATES - PRECURSORS FOR PI-FACIAL SELECTIVE REACTIONS
 
Creator NADKARNI, PJ
SAWANT, MS
TRIVEDI, GK
 
Subject nuclear magnetic-resonance
diels-alder additions
asymmetric induction
substituent
 
Description A simple synthetic procedure has been described for the syntheses of a few chiral secondary alcohols such as 3-phenylthiomethyl- and 3-phenylsulfonylmethyl-borneols and -isoborneols, potentially useful as chiral auxiliaries. Effect of 3-substitution in these molecules on the proton and carbon resonances has been dehydrochlorination with 1, 8-diazabicyclo[5.4.0]undecene-7 (DBU) has been demonstrated for the formation of acrylates in moderate to very good yields.
 
Publisher COUNCIL SCIENTIFIC INDUSTRIAL RESEARCH
 
Date 2011-07-21T01:54:50Z
2011-12-26T12:51:49Z
2011-12-27T05:38:27Z
2011-07-21T01:54:50Z
2011-12-26T12:51:49Z
2011-12-27T05:38:27Z
1995
 
Type Article
 
Identifier INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 34(6), 474-483
0376-4699
http://dspace.library.iitb.ac.in/xmlui/handle/10054/5736
http://hdl.handle.net/10054/5736
 
Language en