SYNTHESIS AND BASE-PROMOTED INTRAMOLECULAR NUCLEOPHILIC REACTION OF A-ALPHA-HEXAHYDRO-1,4-METHANONAPHTHALENE-5(1H)-ONE

Authors
BOTT SG MARCHAND AP BOLIN JC WANG YJ PRASAD AD XING DX TALAFUSE LK WATSON WH BOURNE SA CARLSON TF
Citation
Sg. Bott et al., SYNTHESIS AND BASE-PROMOTED INTRAMOLECULAR NUCLEOPHILIC REACTION OF A-ALPHA-HEXAHYDRO-1,4-METHANONAPHTHALENE-5(1H)-ONE, Journal of chemical crystallography, 25(10), 1995, pp. 641-651
Citations number
28
Categorie Soggetti
Crystallography,Spectroscopy
Journal title
Journal of chemical crystallography → ACNP
ISSN journal
10741542
Volume
25
Issue
10
Year of publication
1995
Pages
641 - 651
Database
ISI
SICI code
1074-1542(1995)25:10<641:SABINR>2.0.ZU;2-Y
Abstract
Catalytic hydrogenation of two substituted hexahydro-1,4-dimethanonaph thalene-5,8-diones results in reduction of the enedione carbon-carbon double bond with concomitant reduction of only one of the two chemical ly equivalent C = O groups. Reaction of one partially reduced product with base results in intramolecular addition to the carbon-carbon doub le bond.