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HERO ID
6601198
Reference Type
Journal Article
Title
Asymmetric hydrosilylation of olefins catalyzed by MOP-palladium complexes
Author(s)
Hayashi, T; ,
Year
1996
Is Peer Reviewed?
Yes
Journal
Acta Chemica Scandinavica
ISSN:
0904-213X
EISSN:
1902-3103
Publisher
MUNKSGAARD INT PUBL LTD
Location
COPENHAGEN
Volume
50
Issue
3
Page Numbers
259-266
Language
English
DOI
10.3891/acta.chem.scand.50-0259
Web of Science Id
WOS:A1996UD23000010
URL
https://www.scopus.com/inward/record.uri?eid=2-s2.0-0000015844&doi=10.3891%2facta.chem.scand.50-0259&partnerID=40&md5=e9e4b862fd4c622a05f149195c3ef6b3
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Abstract
Axially chiral monophosphines, 2-(diphenylphosphino)-2'-methoxy-1,1'-binaphthyl (MeO-MOP, 1a) and its biphenanthryl analog 5, were prepared starting with homochiral 2,2'-dihydroxy-1,1'-binaphthyl and 3,3'-dihydroxy-4,4'-biphenanthryl, respectively. The palladium complexes coordinated with the MOP ligands are highly effective catalysts for several types of catalytic asymmetric reaction where chelating bisphosphine ligands cannot be used because of their low catalytic activity or low selectivity towards the desired reaction pathway. Palladium-catalyzed hydrosilylation of olefins is one of the typical examples. High enantioselectivity was observed in the asymmetric hydrosilylation of alkyl-substituted terminal olefins (92-97% ee), bicyclo[2.2.1]heptene derivatives (92-96% ee), styrene derivatives (89-96% ee), and cyclic 1,3-dienes (80% ee). The hydrosilylation products were efficiently converted into optically active alcohols by oxidation of the carbon-silicon bond.
Conference Name
Nobel Symposium on Catalytic Asymmetric Synthesis
Conference Location
TAMMSVIK, SWEDEN
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