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

Citation
Pj. Nadkarni et al., SYNTHESES OF 3-SUBSTITUTED CHIRAL BORNEOLS AND ISOBORNEOLS AND THEIR ACRYLATES - PRECURSORS FOR PI-FACIAL SELECTIVE REACTIONS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 34(6), 1995, pp. 474-483
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
03764699
Volume
34
Issue
6
Year of publication
1995
Pages
474 - 483
Database
ISI
SICI code
0376-4699(1995)34:6<474:SO3CBA>2.0.ZU;2-U
Abstract
A simple synthetic procedure has been described for the syntheses of a few chiral secondary alcohols such as 3-phenylthiomethyl- and 3-pheny lsulfonylmethyl-borneols and -isoborneols, potentially useful as chira l auxiliaries. Effect of 3-substitution in these molecules on the prot on and carbon resonances has been dehydrochlorination with 1, 8-diazab icyclo[5.4.0]undecene-7 (DBU) has been demonstrated for the formation of acrylates in moderate to very good yields.