Issue 12, 1998
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Nucleophilic additions to 4-substituted snoutanones: getting a measure of long range electrostatic and orbital control of π-face selectivity

Goverdhan Mehta,   Chebolu Ravikrishna,   Pattabiraman Kalyanaraman  and  Jayaraman Chandrasekhar  

Abstract

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 π-face selectivity in the latter systems.

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Article information

DOI
https://doi.org/10.1039/A802254B
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1998, 1895-1898

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Nucleophilic additions to 4-substituted snoutanones: getting a measure of long range electrostatic and orbital control of π-face selectivity

G. Mehta, C. Ravikrishna, P. Kalyanaraman and J. Chandrasekhar, J. Chem. Soc., Perkin Trans. 1, 1998, 1895 DOI: 10.1039/A802254B

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