Double allylation reactions of (2-azaallyl)stannanes: Synthesis of N,N-bis(3-butenyl)amines and their conversion to 2,3,6,7-tetrahydroazepines via ring-closing metathesis

Authors
Pearson, WH Aponick, A
Citation
Wh. Pearson et A. Aponick, Double allylation reactions of (2-azaallyl)stannanes: Synthesis of N,N-bis(3-butenyl)amines and their conversion to 2,3,6,7-tetrahydroazepines via ring-closing metathesis, ORG LETT, 3(9), 2001, pp. 1327-1330
Citations number
35
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
9
Year of publication
2001
Pages
1327 - 1330
Database
ISI
SICI code
1523-7060(20010503)3:9<1327:DARO(S>2.0.ZU;2-J
Abstract
[GRAPHICS] Treatment of (2-azaallyl)stannanes (i) with 2.2 equiv of allylmagnesium bro mide afforded good yields of N,N-bis(3-butenyl)amines derivatives (ii), whi ch were subjected to ring-closing metathesis ts afford 2,3,6,7 tetrahydroaz epines (iii), Thus, (2-azaallyl)stannanes are the synthetic equivalents of amine alpha,alpha ' -dications.