[OSH4(PPH(3))(3)] - NEW CATALYST FOR THE SELECTIVE CYCLOPROPANATION OF ACTIVATED OLEFINS

Citation
A. Demonceau et al., [OSH4(PPH(3))(3)] - NEW CATALYST FOR THE SELECTIVE CYCLOPROPANATION OF ACTIVATED OLEFINS, Collection of Czechoslovak Chemical Communications, 61(12), 1996, pp. 1798-1804
Citations number
25
Categorie Soggetti
Chemistry
ISSN journal
00100765
Volume
61
Issue
12
Year of publication
1996
Pages
1798 - 1804
Database
ISI
SICI code
0010-0765(1996)61:12<1798:[-NCFT>2.0.ZU;2-7
Abstract
The title compound was found to be an efficient catalyst for the selec tive cyclopropanation of activated olefins by ethyl diazoacetate. The cyclopropane yields range from moderate to good (75 to 95%) for activa ted olefins such as styrene and styrene derivatives, but are rather lo w (20 to 30%) for non-activated olefins such as terminal and cyclic al kenes. In the intermolecular competition, styrene was 45 times more re active than cyclooctene. In all cases, trans (exo) cyclopropane predom inated over the cis (endo) isomer.