A new C2-symmetric chiral bisphosphine ligand containing a bioxazole backbone: Highly enantioselective hydrosilylation of ketones

Sang Gi Lee; Chung Woo Lim; Choong Eui Song; O. Kim

doi:10.1016/S0957-4166(97)00554-5

A new C₂-symmetric chiral bisphosphine ligand containing a bioxazole backbone: Highly enantioselective hydrosilylation of ketones

Sang Gi Lee
, Chung Woo Lim
, Choong Eui Song
, O. Kim

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

47 Scopus citations

Abstract

C₂-Symmetric (4S,4'S)-2,2'-bis(o-diphenylphosphinophenyl-4,4',5,5'-tetrahydro-4,4'-bi(1,3 -oxazole) (1, Phos-Biox) has been designed and synthesized as a chiral ligand for metal-catalyzed reactions. The Phos-Biox 1 was found to be an efficient ligand for rhodium(I)-catalyzed asymmetric reduction of prochiral acetophenones with diphenylsilane to give optically active secondary alcohols of up to 97% ee.

Original language	English
Pages (from-to)	4027-4031
Number of pages	5
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	24
DOIs	https://doi.org/10.1016/S0957-4166(97)00554-5
State	Published - 23 Dec 1997

Bibliographical note

Funding Information:
This research was supported by a grant from the Ministry of Science and Technology in Korea.

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10.1016/S0957-4166(97)00554-5

Cite this

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title = "A new C2-symmetric chiral bisphosphine ligand containing a bioxazole backbone: Highly enantioselective hydrosilylation of ketones",

abstract = "C2-Symmetric (4S,4'S)-2,2'-bis(o-diphenylphosphinophenyl-4,4',5,5'-tetrahydro-4,4'-bi(1,3 -oxazole) (1, Phos-Biox) has been designed and synthesized as a chiral ligand for metal-catalyzed reactions. The Phos-Biox 1 was found to be an efficient ligand for rhodium(I)-catalyzed asymmetric reduction of prochiral acetophenones with diphenylsilane to give optically active secondary alcohols of up to 97\% ee.",

author = "Lee, \{Sang Gi\} and Lim, \{Chung Woo\} and Song, \{Choong Eui\} and O. Kim",

note = "Funding Information: This research was supported by a grant from the Ministry of Science and Technology in Korea.",

year = "1997",

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T1 - A new C2-symmetric chiral bisphosphine ligand containing a bioxazole backbone

T2 - Highly enantioselective hydrosilylation of ketones

AU - Lee, Sang Gi

AU - Lim, Chung Woo

AU - Song, Choong Eui

AU - Kim, O.

N1 - Funding Information: This research was supported by a grant from the Ministry of Science and Technology in Korea.

PY - 1997/12/23

Y1 - 1997/12/23

N2 - C2-Symmetric (4S,4'S)-2,2'-bis(o-diphenylphosphinophenyl-4,4',5,5'-tetrahydro-4,4'-bi(1,3 -oxazole) (1, Phos-Biox) has been designed and synthesized as a chiral ligand for metal-catalyzed reactions. The Phos-Biox 1 was found to be an efficient ligand for rhodium(I)-catalyzed asymmetric reduction of prochiral acetophenones with diphenylsilane to give optically active secondary alcohols of up to 97% ee.

AB - C2-Symmetric (4S,4'S)-2,2'-bis(o-diphenylphosphinophenyl-4,4',5,5'-tetrahydro-4,4'-bi(1,3 -oxazole) (1, Phos-Biox) has been designed and synthesized as a chiral ligand for metal-catalyzed reactions. The Phos-Biox 1 was found to be an efficient ligand for rhodium(I)-catalyzed asymmetric reduction of prochiral acetophenones with diphenylsilane to give optically active secondary alcohols of up to 97% ee.

UR - https://www.scopus.com/pages/publications/0031584574

U2 - 10.1016/S0957-4166(97)00554-5

DO - 10.1016/S0957-4166(97)00554-5

M3 - Article

AN - SCOPUS:0031584574

SN - 0957-4166

VL - 8

SP - 4027

EP - 4031

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 24