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HERO ID
6597417
Reference Type
Journal Article
Title
Catalytic asymmetric cyclopropanation of heteroaryldiazoacetates
Author(s)
Davies, HM; Townsend, RJ; ,
Year
2001
Is Peer Reviewed?
Yes
Journal
Journal of Organic Chemistry
ISSN:
0022-3263
EISSN:
1520-6904
Publisher
AMER CHEMICAL SOC
Location
WASHINGTON
Page Numbers
6595-6603
Language
English
PMID
11578209
DOI
10.1021/jo015617t
Web of Science Id
WOS:000171407700012
Abstract
Rh(2)(S-DOSP)(4)-catalyzed decomposition of heteroaryldiazoacetates in the presence of styrene results in highly diastereoselective and enantioselective cyclopropanations. Heteroaryldiazoacetates containing both electron-rich and electron-deficient heterocycles, such as thiophene, furan, pyridine, indole, oxazole, isoxazole, and benzoxazole, are effective in this chemistry. These studies broaden the range of diazo compounds containing both electron-withdrawing and electron-donating groups, which undergo highly diastereoselective cyclopropanations.
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