Journal of Organic Chemistry p. 3644 - 3648 (1983)
Update date:2022-08-05
Topics:
Ohsawa, Tatsushi
Ihara, Masataka
Fukumoto, Keiichiro
Kametani, Tetsuji
The ω-unsaturated amines 1, 6, and 7 were converted into pyrrolidines 4 and 8 and piperidine 9, respectively, by treatment of their hydrochlorides with benzenesulfenyl chloride followed by base-induced ring closure.This novel sulfenocycloamination ring closure was applied to the synthesis of the pyrrolizidine ring (e.g., 20) and to the total synthesis of (+/-)-retronecine (32) and (+/-)-turneforcidine (34).
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Doi:10.1021/jo00147a007
(1982)Doi:10.1021/jo00149a001
(1983)Doi:10.1055/s-2004-835622
(2004)Doi:10.1016/j.ica.2004.09.014
(2005)Doi:10.1007/BF00506580
(1982)Doi:10.1139/v82-402
(1982)
