Synthesis of new C2-symmetric bioxazoles and application as chiral ligands in asymmetric hydrosilylation

Sang Gi Lee; Chung Woo Lim; Choong Eui Song; In O. Kim; Chul Ho Jun

doi:10.1016/S0957-4166(97)00353-4

Synthesis of new C₂-symmetric bioxazoles and application as chiral ligands in asymmetric hydrosilylation

Sang Gi Lee, Chung Woo Lim, Choong Eui Song, In O. Kim, Chul Ho Jun

Department of Chemistry & Nanoscience

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

42 Scopus citations

Abstract

New C₂-symmetric chiral (4S,4'S)-bioxazoles 3a and 3b, possessing chirality on their backbone, were synthesized efficiently starting from L-tartaric acid. The structure of 3a was determined by X-ray crystal structure analysis. With these novel chiral bioxazole ligands, as a preliminary investigation for their effects on the enantioselectivity, rhodium(I)-catalyzed enantioselective hydrosilylations of acetophenone were carried out.

Original language	English
Pages (from-to)	2927-2932
Number of pages	6
Journal	Tetrahedron Asymmetry
Volume	8
Issue number	17
DOIs	https://doi.org/10.1016/S0957-4166(97)00353-4
State	Published - 11 Sep 1997

Bibliographical note

Funding Information:
This research was supported by grant from Ministry of Science and Technology like to thank Dr K. M. Kim for help with X-ray analysis.

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10.1016/S0957-4166(97)00353-4

Cite this

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title = "Synthesis of new C2-symmetric bioxazoles and application as chiral ligands in asymmetric hydrosilylation",

abstract = "New C2-symmetric chiral (4S,4'S)-bioxazoles 3a and 3b, possessing chirality on their backbone, were synthesized efficiently starting from L-tartaric acid. The structure of 3a was determined by X-ray crystal structure analysis. With these novel chiral bioxazole ligands, as a preliminary investigation for their effects on the enantioselectivity, rhodium(I)-catalyzed enantioselective hydrosilylations of acetophenone were carried out.",

author = "Lee, {Sang Gi} and Lim, {Chung Woo} and Song, {Choong Eui} and Kim, {In O.} and Jun, {Chul Ho}",

note = "Funding Information: This research was supported by grant from Ministry of Science and Technology like to thank Dr K. M. Kim for help with X-ray analysis.",

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T1 - Synthesis of new C2-symmetric bioxazoles and application as chiral ligands in asymmetric hydrosilylation

AU - Lee, Sang Gi

AU - Lim, Chung Woo

AU - Song, Choong Eui

AU - Kim, In O.

AU - Jun, Chul Ho

N1 - Funding Information: This research was supported by grant from Ministry of Science and Technology like to thank Dr K. M. Kim for help with X-ray analysis.

PY - 1997/9/11

Y1 - 1997/9/11

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AB - New C2-symmetric chiral (4S,4'S)-bioxazoles 3a and 3b, possessing chirality on their backbone, were synthesized efficiently starting from L-tartaric acid. The structure of 3a was determined by X-ray crystal structure analysis. With these novel chiral bioxazole ligands, as a preliminary investigation for their effects on the enantioselectivity, rhodium(I)-catalyzed enantioselective hydrosilylations of acetophenone were carried out.

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