A novel hindered macrocyclic tetramine containing two bispidine units. A new type of proton sponge

Citation
Y. Miyahara et al., A novel hindered macrocyclic tetramine containing two bispidine units. A new type of proton sponge, TETRAHEDR L, 42(17), 2001, pp. 3097-3099
Citations number
20
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
17
Year of publication
2001
Pages
3097 - 3099
Database
ISI
SICI code
0040-4039(20010423)42:17<3097:ANHMTC>2.0.ZU;2-S
Abstract
A novel cyclam-like macrocyclic tetramine la was synthesized via coupling o f bispidine and its bis(alpha -chloroacetamide) followed by reduction. Stro ngly basic but encrypted nitrogens of la were found to abstract a proton fr om chloroform to form dichlorocarbene. (C) 2001 Elsevier Science Ltd. All r ights reserved.