Synthesis of 18R-hydroxy-epiallo-yohimbines from (-)-3-iso-19,20-dehydro-beta-yohimbine: an enantiospecific route to deserpidine and reserpine analogues from secologanin

Authors
Binns, F Brown, RT Dauda, BEN
Citation
F. Binns et al., Synthesis of 18R-hydroxy-epiallo-yohimbines from (-)-3-iso-19,20-dehydro-beta-yohimbine: an enantiospecific route to deserpidine and reserpine analogues from secologanin, TETRAHEDR L, 41(30), 2000, pp. 5631-5635
Citations number
5
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
30
Year of publication
2000
Pages
5631 - 5635
Database
ISI
SICI code
0040-4039(20000722)41:30<5631:SO1F(>2.0.ZU;2-D
Abstract
(-)-3-Iso-19,20-dehydro-beta-yohimbine has been converted into epiallo-yohi mbines and, via a novel regioand stereoselective hydration, into the 18R-hy droxy derivative, an analogue of deserpidine. Its 11-methoxy derivative, al so prepared from secologanin, is a potential precursor for a reserpine anal ogue. (C) 2000 Elsevier Science Ltd. All rights reserved.