STEREOSELECTIVE SYNTHESIS OF 2,6-DISUBSTITUTED PIPERIDINE ALKALOIDS VIA TICL4 INDUCED IMINIUM ION CYCLIZATION OF ALPHA-CYANOAMINES

Authors
YANG TK TENG TF LIN JH LAY YY
Citation
Tk. Yang et al., STEREOSELECTIVE SYNTHESIS OF 2,6-DISUBSTITUTED PIPERIDINE ALKALOIDS VIA TICL4 INDUCED IMINIUM ION CYCLIZATION OF ALPHA-CYANOAMINES, Tetrahedron letters, 35(21), 1994, pp. 3581-3582
Citations number
9
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
21
Year of publication
1994
Pages
3581 - 3582
Database
ISI
SICI code
0040-4039(1994)35:21<3581:SSO2PA>2.0.ZU;2-L
Abstract
The stereoselective cyclization of an alpha-cyanoamine containing a vi nyl group induced by TiCl4 in a methylene chloride solution, produces cis 2,6-dialkylpiperidine; whereas a similar reaction of an alpha-cyan oamine containing a silyl substituted vinyl group gave the correspondi ng trans isomer only.