Reactivity and stereoselectivity of the Diels-Alder reaction using cyclic dienophiles and siloxyaminobutadienes
Several bicyclic compounds were synthesized by the Diels-Alder reaction using aminodiene and a cyclic dienophile. The stereochemistries of the obtained adducts were determined by X-ray crystallography or NMR analysis. The stereoselectivity of this Diels-A
Ohfusa, Toshiyuki,Nishida, Atsushi
experimental part
p. 1893 - 1906
(2011/04/17)
Practical synthesis of a 3, 4, 4a, 5, 8, 8a-hexahydro-2H-isoquinoline-1, 6-dione ring system by the Diels-Alder reaction of an optically active dienophile, a 5, 6-dihydro-1H-pyridin-2-one derivative, with siloxydiene
An efficient method for preparing chiral 3-substituted-5, 6-dihydro-1H-pyridin-2-one (1) in large scale, based on a modification of our previous method, is described. The large scale Diels-Alder reaction of 1 with siloxydiene (2) to synthesize hexahydrois
EFFICIENT MICHAEL ADDITION REACTIONS OF THE N-ARYLSULFONYL-3-PHENYLTHIOPIPERIDONES. SYNTHESIS OF 3-SUBSTITUTED DIHYDROPYRIDINONES
Efficient methods for the Michael addition reactions of N-arylsulfonyl-3-phenylthiopiperidones (1) with both the protected amidoacrylates (4, 9) and the simple acrylates (12) have been developed.These reactions offer an efficient route to the 3-alkyl-substituted dihydropyridinones (3, 11), the dienophiles employed in the natural product synthesis.