Catalytic asymmetric iodocarbocyclization reaction

Tadashi Inoue; Osamu Kitagawa; Orie Ochiai; Motoo Shiro; Takeo Taguchi

doi:10.1016/0040-4039(95)02021-G

Catalytic asymmetric iodocarbocyclization reaction

Tadashi Inoue, Osamu Kitagawa, Orie Ochiai, Motoo Shiro, Takeo Taguchi

Research output: Contribution to journal › Article

42 Citations (Scopus)

Abstract

The iodocarbocyclization reactions of 4-pentenylmalonate derivatives using 20 mol% of the chiral titanium complex in the presence of 12 end 2,6-dimethoxypyridine proceeded with high enantioselectivity to give good yields of cyclopentane derivatives. The origin of enantioselectivity in the present reaction is discussed on the basis of X-ray crystal structural data of the chiral titanium complex from acetylacetone, chiral dial and Ti(IV).

Original language	English
Pages (from-to)	9333-9336
Number of pages	4
Journal	Tetrahedron Letters
Volume	36
Issue number	51
DOIs	https://doi.org/10.1016/0040-4039(95)02021-G
Publication status	Published - 1995 Dec 18
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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Inoue, T., Kitagawa, O., Ochiai, O., Shiro, M., & Taguchi, T. (1995). Catalytic asymmetric iodocarbocyclization reaction. Tetrahedron Letters, 36(51), 9333-9336. https://doi.org/10.1016/0040-4039(95)02021-G

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T1 - Catalytic asymmetric iodocarbocyclization reaction

AU - Inoue, Tadashi

AU - Kitagawa, Osamu

AU - Ochiai, Orie

AU - Shiro, Motoo

AU - Taguchi, Takeo

PY - 1995/12/18

Y1 - 1995/12/18

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AB - The iodocarbocyclization reactions of 4-pentenylmalonate derivatives using 20 mol% of the chiral titanium complex in the presence of 12 end 2,6-dimethoxypyridine proceeded with high enantioselectivity to give good yields of cyclopentane derivatives. The origin of enantioselectivity in the present reaction is discussed on the basis of X-ray crystal structural data of the chiral titanium complex from acetylacetone, chiral dial and Ti(IV).

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JF - Tetrahedron Letters

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