Synthesis and radical cyclization of 2-allylamino-3-chloropropylphenyl sulfones to 2,4-disubstituted pyrrolidines

被引:0
作者
Giovannini, R [1 ]
Petrini, M [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
vinyl sulfones; allylic amines; conjugate addition; radical cyclization; pyrrolidines;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allylic and propargylic amines give a chemoselective conjugate addition to 3-chlorovinyl surfones under appropriate conditions. The resulting allylamino sulfones are cyclized using tributyltin hydride to afford 2,4-disubstitued pyrrolidines in satisfactory yield.
引用
收藏
页码:90 / +
页数:4
相关论文
共 16 条
[11]  
HANEFELD W, 1981, SYNTHESIS-STUTTGART, P229
[12]   RING-OPENING 3-CARBON EXTENSION OF 2-CARBOETHOXYCYCLOALKANONES WITH 3-BROMO-1-(PARA-TOLYLSULFONYL)PROPENE [J].
MASUYAMA, Y ;
YAMADA, K ;
TANAKA, H ;
KURUSU, Y .
SYNTHETIC COMMUNICATIONS, 1987, 17 (13) :1525-1531
[13]  
Simpkins N.S., 1993, SULPHONES ORGANIC SY
[14]   THE CHEMISTRY OF VINYL SULFONES [J].
SIMPKINS, NS .
TETRAHEDRON, 1990, 46 (20) :6951-6984
[15]   A FORCE-FIELD MODEL FOR INTRAMOLECULAR RADICAL ADDITIONS [J].
SPELLMEYER, DC ;
HOUK, KN .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (06) :959-974
[16]   RADICAL CYCLIZATION VIA DICHLOROMETHYL RADICAL - STEREOSELECTIVE SYNTHESIS OF CIS-2,4-DISUBSTITUTED PYRROLIDINE DERIVATIVES [J].
WATANABE, Y ;
UENO, Y ;
TANAKA, C ;
OKAWARA, M ;
ENDO, T .
TETRAHEDRON LETTERS, 1987, 28 (34) :3953-3956