1614-73-9Relevant articles and documents
Thermal Rearrangement of 3-Methylenespirododeca-1,4,9-triene and Spirododeca-1,4,9-trien-3-one
Murray, Diane F.,Baum, Mary W.,Jones, Maitland
, p. 1 - 7 (1986)
Introduction of a double bond into the seven-membered ring of 3-methylenespirododeca-1,4-dien-3-one (1) or spirododeca-1,4-diene (16) alters the thermal behavior of both compounds.Pyrolysis of 3-methylenespirododeca-1,4,9-triene (5) affords the isomeric hydrocarbon cis,cis-2,5-dimethylene-7-vinylbicyclonon-3-ene (11).Pyrolysis of the related ketone spirododeca-1,4,9-trien-3-one (6) gives a mixture of cis,cis-5-methylene-9-vinylbicyclo-3-nonen-2-one (21), cis,cis-5-methylene-7-vinylbicyclo-3-nonen-2-one (22), and trans,trans-2,4,5a,6,8a,8b-hexahydroacenaphthylen-5(1H)-one (23).Mechanistic rationales for these reactions are presented.
13C-1H Coupling Constants in Carbocations. 5. Trishomocyclopropenium Cations Generated from Bicyclohex-3-yl, Tricyclo2,4>oct-8-yl, and Pentacyclo2,4.03,8.05,7>non-9-yl Precursors
Kelly, David P.,Giansiracusa, Joseph J.,Leslie, D. Ralph,McKern, Ian D.,Sinclair, Georgia C.
, p. 2497 - 2504 (1988)
One-bond 13C-H coupling constants have been measured for the trismonocyclopropenium cations derived from bicyclohex-3-yl (1), tricyclo2,4>oct-8-yl, (12, 14) and pentacyclo2,4.03,8.05,7>non-9-yl (26, 27) precursors under stable ion conditions and compared with those of the corresponding model ketones. the ΔJ values thus obtained for the bridging carbons (21-32Hz) and the ajacent methylene or methine carbons (18-27 Hz) are large and not consistent with static or equilibrating classical structures for these cations.The data provide additional confirmation of the ??-bridged, nonclassical nature of these
GENERAL APPROACH FOR THE SYNTHESIS OF POLYQUINENES VIA THE WEISS REACTION XIII. ALDOL APPROACH TO FENESTRANES
Kubiak, Greg,Fu, Xiaoyong,Gupta, Ashok K.,Cook, James M.
, p. 4285 - 4288 (2007/10/02)
The acid-catalyzed intramolecular aldol cyclization (HCl/THF; Ac2O) of diketodialdehyde 5 under conditions of thermodynamic (equilibration) control furnished the 8α,12β-diacetoxytetracyclo4,13.010,13>tridecane-2,6-dione 6 to
AN IMPROVED SYNTHESIS OF 4-CYCLOHEPTENE-1-CARBOXYLIC ACID
Marquardt, Donald J.,Newcomb, Martin
, p. 1193 - 1200 (2007/10/02)
Modification of the method of Stork and Landesman (J.Am.Chem.Soc. 1956, 78, 5129) permitted the synthesis of the title acid (1) in 58 percent yield from a cylopentanone enamine.Acid 1 is a useful intermediate for the preparation of 4-substituted cycloheptenes in good yields.