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ID 58544
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Author
Murai, Masahito Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
Taniguchi, Ryuji Graduate School of Natural Science and Technology, Okayama University
Mizuta, Chisato Graduate School of Natural Science and Technology, Okayama University
Takai, Kazuhiko Graduate School of Natural Science and Technology, Okayama University ORCID Kaken ID publons researchmap
Abstract
A stannyl-group-substituted gem-dichromiomethane species, generated in situ from CrCl2, TMEDA, and tributyl(diiodomethyl)stannane, worked as an efficient stannylcarbene equivalent to promote cyclopropanation of alkenes. The reaction provided synthetically useful stannylcyclopropanes directly from commercially available unactivated alkenes without using potentially flammable alkylzinc and diazo compounds. Structural characterization of stannyl- and germyl-group-substituted gem-dichromiomethane complexes and the effect of group 14 elements containing substituents for cyclopropanation are also described.
Keywords
chromium(II)-mediate synthesis
stereoselective-synthesis
e-alkenylstannanes
redox system
cyclopropanation
aldehydes
reagents
cyclopropenes
reactivity
reduction
Published Date
2019-04-04
Publication Title
Organic Letters
Volume
volume21
Issue
issue8
Publisher
American Chemical Society
Start Page
2668
End Page
2672
ISSN
15237060
NCID
AA11347843
Content Type
Journal Article
language
English
OAI-PMH Set
岡山大学
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author
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DOI
Web of Science KeyUT
Related Url
isVersionOf https://doi.org/10.1021/acs.orglett.9b00658
Funder Name
Ministry of Education, Culture, Sports, Science and Technology
助成番号
18H03911