Ti(III)-catalyzed radical cyclization of 6,7-epoxygeranyl acetate

Shinichiro Fuse; Malcoln Hanochi; Takayuki Doi; Takashi Takahashi

doi:10.1016/j.tetlet.2003.12.138

Ti(III)-catalyzed radical cyclization of 6,7-epoxygeranyl acetate

Shinichiro Fuse, Malcoln Hanochi, Takayuki Doi, Takashi Takahashi

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

33 Citations (Scopus)

Abstract

The reductive cyclization of epoxygeranyl acetate (1) was investigated using a catalytic amount of Cp₂TiCl with various additives. The newly developed Cp₂TiCl-Mn-lutidine·HCl-BEt₃ system was found to be as effective as the reported stoichiometric system to afford the cyclized dehydro products 4 and 5 with 72% selectivity.

Original language	English
Pages (from-to)	1961-1963
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	9
DOIs	https://doi.org/10.1016/j.tetlet.2003.12.138
Publication status	Published - 2004 Feb 23
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2003.12.138

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title = "Ti(III)-catalyzed radical cyclization of 6,7-epoxygeranyl acetate",

abstract = "The reductive cyclization of epoxygeranyl acetate (1) was investigated using a catalytic amount of Cp2TiCl with various additives. The newly developed Cp2TiCl-Mn-lutidine·HCl-BEt3 system was found to be as effective as the reported stoichiometric system to afford the cyclized dehydro products 4 and 5 with 72% selectivity.",

author = "Shinichiro Fuse and Malcoln Hanochi and Takayuki Doi and Takashi Takahashi",

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AU - Fuse, Shinichiro

AU - Hanochi, Malcoln

AU - Doi, Takayuki

AU - Takahashi, Takashi

PY - 2004/2/23

Y1 - 2004/2/23

N2 - The reductive cyclization of epoxygeranyl acetate (1) was investigated using a catalytic amount of Cp2TiCl with various additives. The newly developed Cp2TiCl-Mn-lutidine·HCl-BEt3 system was found to be as effective as the reported stoichiometric system to afford the cyclized dehydro products 4 and 5 with 72% selectivity.

AB - The reductive cyclization of epoxygeranyl acetate (1) was investigated using a catalytic amount of Cp2TiCl with various additives. The newly developed Cp2TiCl-Mn-lutidine·HCl-BEt3 system was found to be as effective as the reported stoichiometric system to afford the cyclized dehydro products 4 and 5 with 72% selectivity.

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DO - 10.1016/j.tetlet.2003.12.138

M3 - Article

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VL - 45

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EP - 1963

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

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ER -

Ti(III)-catalyzed radical cyclization of 6,7-epoxygeranyl acetate

Abstract

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