Journal of Organic Chemistry p. 5328 - 5332 (1986)
Update date:2022-08-03
Topics:
Akiba, Kin-ya
Ohtani, Akira
Yamamoto, Yohsuke
N-Substituted 4-(2-oxoalkyl)-1,4-dihydronicotinates 4 were prepared in high yields by the reaction of quaternized nicotinium salts with silyl enol ethers.These 1,4-dihydronicotinates acted as dienophiles in Diels-Alder reactions with the electron-deficient 3,4-dichlorothiophene 1,1-dioxide.The cycloaddition proceeded regio- and stereoselectively in good yield to give 1,4,4a,8a-tetrahydroquinolines 8.
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Doi:10.1007/BF00519945
(1986)Doi:10.1007/BF00954253
(1986)Doi:10.1007/BF00519955
(1986)Doi:10.1002/anie.202006278
(2020)Doi:10.1248/cpb.37.190
(1989)Doi:10.1021/ja00988a069
(1967)