SYNTHESIS OF PYRROLIDINES AND PIPERIDINES VIA PALLADIUM-CATALYZED COUPLING OF VINYLIC HALIDES AND OLEFINIC SULFONAMIDES

被引:61
作者
LAROCK, RC [1 ]
YANG, H [1 ]
WEINREB, SM [1 ]
HERR, RJ [1 ]
机构
[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802
关键词
D O I
10.1021/jo00094a031
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium-catalyzed coupling of vinylic halides and olefinic sulfonamides affords good yields of 2-(1-alkenyl)pyrrolidine and -piperidine sulfonamides via vinylpalladium addition to the olefin, regioselective rearrangement to a pi-allylpalladium intermediate, and subsequent intramolecular nucleophilic displacement of palladium.
引用
收藏
页码:4172 / 4178
页数:7
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