Issue 6, 1995
From the journal:

Journal of the Chemical Society, Chemical Communications

Singlet oxygen additions to hexacyclo[10.2.1.02,11.04,9.04,14.09,13]pentadeca-5,7-dien-3,10-diones. A remarkable substituent effect on π-face selectivity induced by transition state geometric distortions

Goverdhan Mehta,   Uma R. Subramanian,   Animesh Pramanik,   Jayaraman Chandrasekhar  and  Munirathnam Nethaji  

Abstract

Face selectivity in singlet oxygen addition to a rigid polycyclic diene is reversed by sterically neutral 1,4-substitution, an effect attributed to lone pair repulsions induced by out-of-plane bending at the transition state.

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Article information

DOI
https://doi.org/10.1039/C39950000677
Article type
Paper

J. Chem. Soc., Chem. Commun., 1995, 677-678

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Singlet oxygen additions to hexacyclo[10.2.1.02,11.04,9.04,14.09,13]pentadeca-5,7-dien-3,10-diones. A remarkable substituent effect on π-face selectivity induced by transition state geometric distortions

G. Mehta, U. R. Subramanian, A. Pramanik, J. Chandrasekhar and M. Nethaji, J. Chem. Soc., Chem. Commun., 1995, 677 DOI: 10.1039/C39950000677

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