Synthesis of (-)-(3S)-1-(3-aminopropyl)-3-methylazacyclodecane, the structure proposed for the marine alkaloid haliclorensin

Authors
Heinrich, MR Steglich, W
Citation
Mr. Heinrich et W. Steglich, Synthesis of (-)-(3S)-1-(3-aminopropyl)-3-methylazacyclodecane, the structure proposed for the marine alkaloid haliclorensin, TETRAHEDR L, 42(19), 2001, pp. 3287-3289
Citations number
13
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
19
Year of publication
2001
Pages
3287 - 3289
Database
ISI
SICI code
0040-4039(20010507)42:19<3287:SO(TS>2.0.ZU;2-G
Abstract
The total synthesis of both enantiomers of the title compound has been achi eved in seven steps with 19% overall yield. The synthetic diamine differs i n its NMR data and optical rotation from haliclorensin, a marine alkaloid f or which the same structure had been proposed. (C) 2001 Published by Elsevi er Science Ltd.