Mehta, Goverdhan and Ravikrishna, Chebolu and Kalyanaraman, Pattabiraman and Chandrasekhar, Jayaraman (1998) Nucleophilic additions to 4-substituted snoutanones: getting a measure of long range electrostatic and orbital control of pi-face selectivity. In: Perkin Transactions 1 (12). pp. 1895-1897.
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Pentacyclic ketones 10a-e (snoutan-9-ones) undergo nucleophilic additions with the same facial preference as the corresponding norsnoutanones 9a-e, but with markedly reduced selectivity, revealing the involvement of electrostatic effects in the former and implying the importance of hyperconjugative orbital interactions in determining pi-face selectivity in the latter systems.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Royal Society of Chemistry.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||15 Dec 2009 10:58|
|Last Modified:||19 Sep 2010 05:28|
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