TOTAL SYNTHESIS OF (+ -)-ILLUDIN-M

Authors
KINDER FR BAIR KW
Citation
Fr. Kinder et Kw. Bair, TOTAL SYNTHESIS OF (+ -)-ILLUDIN-M, Journal of organic chemistry, 59(23), 1994, pp. 6965-6967
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
23
Year of publication
1994
Pages
6965 - 6967
Database
ISI
SICI code
0022-3263(1994)59:23<6965:TSO(->2.0.ZU;2-6
Abstract
(+/-)-Illudin M (1) was synthesized in six steps starting from 1-acety l-1-(diazoacetyl)cyclopropane (4) and 4-bromo-5,5-dimethyl-2-cyclopent enone (5). The key step of the synthesis featured a carbonyl ylide 1,3 -dipolar cycloaddition reaction that was mediated by the formation of a rhodium(II) carbenoid from 4 and catalytic rhodium(II) diacetate.