The manners of aromatization of a new 10-membered ring 1,6-diyn-3-ene system under basic conditions

Kazunobu Toshima; Kazumi Ohta; Tatsuya Ohtake; Kuniaki Tatsuta

doi:10.1016/S0040-4039(00)92636-4

The manners of aromatization of a new 10-membered ring 1,6-diyn-3-ene system under basic conditions

Kazunobu Toshima, Kazumi Ohta, Tatsuya Ohtake, Kuniaki Tatsuta

Department of Applied Chemistry

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

39 Citations (Scopus)

Abstract

Treatment of a novel 10-membered ring 1,6-diyn-3-ene compound 1 with alcoholic KOH solution gave istohiochromanol derivatives through a polar pathway. On the other hand, treatment of 1 with DBU in CCl₄ afforded 8-chloroisothiochromane derivatives through a free radical pathway.

Original language	English
Pages (from-to)	391-394
Number of pages	4
Journal	Tetrahedron Letters
Volume	32
Issue number	3
DOIs	https://doi.org/10.1016/S0040-4039(00)92636-4
Publication status	Published - 1991 Jan 14

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)92636-4

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title = "The manners of aromatization of a new 10-membered ring 1,6-diyn-3-ene system under basic conditions",

abstract = "Treatment of a novel 10-membered ring 1,6-diyn-3-ene compound 1 with alcoholic KOH solution gave istohiochromanol derivatives through a polar pathway. On the other hand, treatment of 1 with DBU in CCl4 afforded 8-chloroisothiochromane derivatives through a free radical pathway.",

author = "Kazunobu Toshima and Kazumi Ohta and Tatsuya Ohtake and Kuniaki Tatsuta",

note = "Funding Information: Acknowledpement: We are grateful to the Institute of Microbial Chemistry for the generous support of our program. Financial support by the Ministry of Education, Science and Culture (Grant-in-Aid Scientific Research) is gratefully acknowledged.",

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AU - Toshima, Kazunobu

AU - Ohta, Kazumi

AU - Ohtake, Tatsuya

AU - Tatsuta, Kuniaki

N1 - Funding Information: Acknowledpement: We are grateful to the Institute of Microbial Chemistry for the generous support of our program. Financial support by the Ministry of Education, Science and Culture (Grant-in-Aid Scientific Research) is gratefully acknowledged.

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Y1 - 1991/1/14

N2 - Treatment of a novel 10-membered ring 1,6-diyn-3-ene compound 1 with alcoholic KOH solution gave istohiochromanol derivatives through a polar pathway. On the other hand, treatment of 1 with DBU in CCl4 afforded 8-chloroisothiochromane derivatives through a free radical pathway.

AB - Treatment of a novel 10-membered ring 1,6-diyn-3-ene compound 1 with alcoholic KOH solution gave istohiochromanol derivatives through a polar pathway. On the other hand, treatment of 1 with DBU in CCl4 afforded 8-chloroisothiochromane derivatives through a free radical pathway.

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The manners of aromatization of a new 10-membered ring 1,6-diyn-3-ene system under basic conditions

Abstract

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