Brønsted acid-catalyzed cascade cycloisomerization of enynes via acetylene cations and sp3-hybridized C-H bond activation

Tienan Jin; Masafumi Himuro; Yoshinori Yamamoto

doi:10.1021/ja101633x

Brønsted acid-catalyzed cascade cycloisomerization of enynes via acetylene cations and sp³-hybridized C-H bond activation

Tienan Jin, Masafumi Himuro, Yoshinori Yamamoto

SCI - Research and Analytical Center for Giant Molecules

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

49 Citations (Scopus)

Abstract

A novel Brønsted acid-catalyzed cascade cycloisomerization of cyclic and acyclic enynes via acetylene cation cyclization followed by cleavage of the entirely inactive C(sp³)-H bond is described. The reaction proceeds efficiently under mild conditions to afford various tri- and bicyclic compounds in good to high yields.

Original language	English
Pages (from-to)	5590-5591
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	132
Issue number	16
DOIs	https://doi.org/10.1021/ja101633x
Publication status	Published - 2010 Apr 28

ASJC Scopus subject areas

Catalysis
Chemistry(all)
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja101633x

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title = "Br{\o}nsted acid-catalyzed cascade cycloisomerization of enynes via acetylene cations and sp3-hybridized C-H bond activation",

abstract = "A novel Br{\o}nsted acid-catalyzed cascade cycloisomerization of cyclic and acyclic enynes via acetylene cation cyclization followed by cleavage of the entirely inactive C(sp3)-H bond is described. The reaction proceeds efficiently under mild conditions to afford various tri- and bicyclic compounds in good to high yields.",

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AU - Jin, Tienan

AU - Himuro, Masafumi

AU - Yamamoto, Yoshinori

PY - 2010/4/28

Y1 - 2010/4/28

N2 - A novel Brønsted acid-catalyzed cascade cycloisomerization of cyclic and acyclic enynes via acetylene cation cyclization followed by cleavage of the entirely inactive C(sp3)-H bond is described. The reaction proceeds efficiently under mild conditions to afford various tri- and bicyclic compounds in good to high yields.

AB - A novel Brønsted acid-catalyzed cascade cycloisomerization of cyclic and acyclic enynes via acetylene cation cyclization followed by cleavage of the entirely inactive C(sp3)-H bond is described. The reaction proceeds efficiently under mild conditions to afford various tri- and bicyclic compounds in good to high yields.

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Brønsted acid-catalyzed cascade cycloisomerization of enynes via acetylene cations and sp³-hybridized C-H bond activation

Abstract

ASJC Scopus subject areas

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