Catalytic asymmetric iodocarbocyclization reaction

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

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)9333-9336
Number of pages4
JournalTetrahedron Letters
Volume36
Issue number51
DOIs
Publication statusPublished - 1995 Dec 18
Externally publishedYes

Fingerprint

Enantioselectivity
Titanium
Derivatives
Cyclopentanes
X rays
Crystals
acetylacetone

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Catalytic asymmetric iodocarbocyclization reaction. / Inoue, Tadashi; Kitagawa, Osamu; Ochiai, Orie; Shiro, Motoo; Taguchi, Takeo.

In: Tetrahedron Letters, Vol. 36, No. 51, 18.12.1995, p. 9333-9336.

Research output: Contribution to journalArticle

Inoue, T, Kitagawa, O, Ochiai, O, Shiro, M & Taguchi, T 1995, 'Catalytic asymmetric iodocarbocyclization reaction', Tetrahedron Letters, vol. 36, no. 51, pp. 9333-9336. https://doi.org/10.1016/0040-4039(95)02021-G
Inoue, Tadashi ; Kitagawa, Osamu ; Ochiai, Orie ; Shiro, Motoo ; Taguchi, Takeo. / Catalytic asymmetric iodocarbocyclization reaction. In: Tetrahedron Letters. 1995 ; Vol. 36, No. 51. pp. 9333-9336.
@article{fff4469344664e798a490248c412c38b,
title = "Catalytic asymmetric iodocarbocyclization reaction",
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).",
author = "Tadashi Inoue and Osamu Kitagawa and Orie Ochiai and Motoo Shiro and Takeo Taguchi",
year = "1995",
month = "12",
day = "18",
doi = "10.1016/0040-4039(95)02021-G",
language = "English",
volume = "36",
pages = "9333--9336",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "51",

}

TY - JOUR

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

N2 - 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).

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).

UR - http://www.scopus.com/inward/record.url?scp=0028818652&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0028818652&partnerID=8YFLogxK

U2 - 10.1016/0040-4039(95)02021-G

DO - 10.1016/0040-4039(95)02021-G

M3 - Article

VL - 36

SP - 9333

EP - 9336

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 51

ER -