π-Facial diastereoselection in reductions of sterically unbiased ketones containing the norbornyl framework: further tests for theoretical models

Mehta, Goverdhan ; Khan, Faiz Ahmed ; Ganguly, Biswajit ; Chandrasekhar, Jayaraman (1994) π-Facial diastereoselection in reductions of sterically unbiased ketones containing the norbornyl framework: further tests for theoretical models Journal of the Chemical Society, Perkin Transactions 2 (11). pp. 2275-2277. ISSN 0300-9580

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/1994...

Related URL: http://dx.doi.org/10.1039/P29940002275

Abstract

Ketones 3a-c exhibit syn-face selectivity in borohydride reduction; MNDO and ab initio calculations on model and realistic transition states, respectively, reproduce the preference, but differ on the role of electrostatic and orbital effects.

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