Parallel modification of tropane alkaloids

Authors
Aberle, NS Ganesan, A Lambert, JN Saubern, S Smith, R
Citation
Ns. Aberle et al., Parallel modification of tropane alkaloids, TETRAHEDR L, 42(10), 2001, pp. 1975-1977
Citations number
10
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
10
Year of publication
2001
Pages
1975 - 1977
Database
ISI
SICI code
0040-4039(20010304)42:10<1975:PMOTA>2.0.ZU;2-8
Abstract
Various tropane alkaloids have been prepared by structural modification of the readily available natural product, scopolamine 1. Reaction of isocyanat es with 6,7-dehydrotropine 5 provided a number of urethanes 6a-e. Reductive amination of tropinone 7 and subsequent reaction with isocyanates provided ureas 9a-f. Mitsunobu inversion of the C-3 alcohol of tropine 10 afforded the epimeric ester 11. (C) 2001 Elsevier Science Ltd. All rights reserved.