Enantioselective glyoxylate-ene reaction using a novel spiro bis(isoxazoline) ligand in copper catalysis

Kazuhiko Wakita; Gan B. Bajracharya; Midori A. Arai; Shinobu Takizawa; Takeyuki Suzuki; Hiroaki Sasai

doi:10.1016/j.tetasy.2007.02.004

Enantioselective glyoxylate-ene reaction using a novel spiro bis(isoxazoline) ligand in copper catalysis

Kazuhiko Wakita, Gan B. Bajracharya, Midori A. Arai, Shinobu Takizawa, Takeyuki Suzuki, Hiroaki Sasai

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

22 Citations (Scopus)

Abstract

Novel chiral spiro bis(isoxazoline) ligands 3 and 4 are synthesized from an optically active olefin. The Cu(II)-spiro bis(isoxazoline) complex prepared in situ from Cu(OTf)₂ and 3 promoted the glyoxylate-ene reaction in high yield and moderate enantioselectivity (up to 70%).

Original language	English
Pages (from-to)	372-376
Number of pages	5
Journal	Tetrahedron Asymmetry
Volume	18
Issue number	3
DOIs	https://doi.org/10.1016/j.tetasy.2007.02.004
Publication status	Published - 2007 Feb 28
Externally published	Yes

ASJC Scopus subject areas

Catalysis
Physical and Theoretical Chemistry
Organic Chemistry
Inorganic Chemistry

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10.1016/j.tetasy.2007.02.004

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title = "Enantioselective glyoxylate-ene reaction using a novel spiro bis(isoxazoline) ligand in copper catalysis",

abstract = "Novel chiral spiro bis(isoxazoline) ligands 3 and 4 are synthesized from an optically active olefin. The Cu(II)-spiro bis(isoxazoline) complex prepared in situ from Cu(OTf)2 and 3 promoted the glyoxylate-ene reaction in high yield and moderate enantioselectivity (up to 70%).",

author = "Kazuhiko Wakita and Bajracharya, {Gan B.} and Arai, {Midori A.} and Shinobu Takizawa and Takeyuki Suzuki and Hiroaki Sasai",

note = "Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology, Japan. We thank the technical staff of the Materials Analysis Center, The Institute of Scientific and Industrial Research (ISIR), Osaka University, for their technical assistance.",

year = "2007",

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doi = "10.1016/j.tetasy.2007.02.004",

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journal = "Tetrahedron Asymmetry",

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T1 - Enantioselective glyoxylate-ene reaction using a novel spiro bis(isoxazoline) ligand in copper catalysis

AU - Wakita, Kazuhiko

AU - Bajracharya, Gan B.

AU - Arai, Midori A.

AU - Takizawa, Shinobu

AU - Suzuki, Takeyuki

AU - Sasai, Hiroaki

N1 - Funding Information: This work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science, and Technology, Japan. We thank the technical staff of the Materials Analysis Center, The Institute of Scientific and Industrial Research (ISIR), Osaka University, for their technical assistance.

PY - 2007/2/28

Y1 - 2007/2/28

N2 - Novel chiral spiro bis(isoxazoline) ligands 3 and 4 are synthesized from an optically active olefin. The Cu(II)-spiro bis(isoxazoline) complex prepared in situ from Cu(OTf)2 and 3 promoted the glyoxylate-ene reaction in high yield and moderate enantioselectivity (up to 70%).

AB - Novel chiral spiro bis(isoxazoline) ligands 3 and 4 are synthesized from an optically active olefin. The Cu(II)-spiro bis(isoxazoline) complex prepared in situ from Cu(OTf)2 and 3 promoted the glyoxylate-ene reaction in high yield and moderate enantioselectivity (up to 70%).

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DO - 10.1016/j.tetasy.2007.02.004

M3 - Article

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SN - 0957-4166

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EP - 376

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 3

ER -

Enantioselective glyoxylate-ene reaction using a novel spiro bis(isoxazoline) ligand in copper catalysis

Abstract

ASJC Scopus subject areas

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