16646-40-5Relevant academic research and scientific papers
Asymmetric syntheses with a new optically active perhydronaphthalene based chiral auxiliary
Hamon,Holman,Massy-Westropp
, p. 9593 - 9604 (2007/10/02)
(1R,4aS,8S,8aS)-8-(5'-Methoxy-2'-methylphenyl)-8-methyldecahydro-1-nap hthalenol 3a is a highly efficient chiral auxiliary in the Diels-Alder addition of its acrylate ester 5 and in the DIBAL-H and Grignard reactions of its phenylglyoxylate ester 7.
Synthesis and Photochemistry of Heterocyclic Norbornenyl Ketones
Sauers, R. R.,Hagedorn, A. A.,Arnum, S. D. Van,Gomez, R. P.,Moquin, R. V.
, p. 5501 - 5505 (2007/10/02)
A series of endo-5-norbonenyl ketones 1 was prepared which contained the following heterocyclic rings: 2-furyl, 2-thienyl, N-methyl-2-pyrryl, 3,5-dimethyl-4-isoxazolyl, 5-methyl-3-isoxazolyl and 2,5-dimethyl-4-oxazolyl groups.Oxetanes 2 were produced from the ketones either by direct irradiation (λ > 300 nm) or by use of photosensitizers.The two isoxazolyl systems were irradiated at 254 nm and found to lead to additional products, two of which were identified as 2H-azirines 16.It is probable that the latter were formed from an upper level excited state.
HIGHLY DIASTEREOSELECTIVE DIELS-ALDER REACTION OF OPTICALLY ACTIVE ETHYL 2-p-TOLYLSULFINYLMETHYLENEPROPIONATE WITH CYCLOPENTADIENE
Koizumi, Toru,Hakamada, Ichiro,Yoshii, Eiichi
, p. 87 - 90 (2007/10/02)
Stereochemistry of the Diels-Alder reaction of ethyl Z- and E-2-p-tolylsulfinylmethylenepropionate with cyclopentadiene has been studied.The high diastereoselectivity was observed especially in the case of exo-cycloaddition.
