Formal synthesis of (+/-)-dendrobine: Use of the amidofuran cycloaddition/rearrangement sequence

Authors
Padwa, A Dimitroff, M Liu, B
Citation
A. Padwa et al., Formal synthesis of (+/-)-dendrobine: Use of the amidofuran cycloaddition/rearrangement sequence, ORG LETT, 2(20), 2000, pp. 3233-3235
Citations number
42
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
20
Year of publication
2000
Pages
3233 - 3235
Database
ISI
SICI code
1523-7060(20001005)2:20<3233:FSO(UO>2.0.ZU;2-V
Abstract
[GRAPHICS] The formal synthesis of the alkaloid (+/-)-dendrobine (4) was accomplished using the IMDAF cycloaddition/rearrangement sequence of a furanyl carbamate . Conversion of the rearranged cycloadduct to Kende's advanced intermediate in eight steps completed the formal synthesis of ((+/-)-dendrobine.