PI-FACE SELECTIVITIES IN NUCLEOPHILIC ADDITIONS TO 2-ENDO-ARYL-NORBORNAN-7-ONES - THE ROLE OF THROUGH-SPACE ELECTROSTATIC INTERACTIONS

Authors
MEHTA G KHAN FA MOHAL N NAMBOOTHIRI INN KALYANARAMAN P CHANDRASEKHAR J
Citation
G. Mehta et al., PI-FACE SELECTIVITIES IN NUCLEOPHILIC ADDITIONS TO 2-ENDO-ARYL-NORBORNAN-7-ONES - THE ROLE OF THROUGH-SPACE ELECTROSTATIC INTERACTIONS, Journal of the Chemical Society. Perkin transactions. I, (22), 1996, pp. 2665-2667
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
22
Year of publication
1996
Pages
2665 - 2667
Database
ISI
SICI code
0300-922X(1996):22<2665:PSINAT>2.0.ZU;2-2
Abstract
Experimental diastereoselectivities in hydride reduction of 2-endo-ary lnorbornan-7-ones and computed transition state energetics reveal that the facial selectivity in these systems is predominantly determined b y repulsions between the approaching nucleophile and the electron clou d of the aryl ring.