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

56 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

Access to Document

10.1021/ja101633x

Cite this

@article{c0e5923199244b3ba7e5759aef5a7556,

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.",

author = "Tienan Jin and Masafumi Himuro and Yoshinori Yamamoto",

year = "2010",

month = apr,

day = "28",

doi = "10.1021/ja101633x",

language = "English",

volume = "132",

pages = "5590--5591",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - Brønsted acid-catalyzed cascade cycloisomerization of enynes via acetylene cations and sp3-hybridized C-H bond activation

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.

UR - http://www.scopus.com/inward/record.url?scp=77952564588&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=77952564588&partnerID=8YFLogxK

U2 - 10.1021/ja101633x

DO - 10.1021/ja101633x

M3 - Article

C2 - 20355734

AN - SCOPUS:77952564588

VL - 132

SP - 5590

EP - 5591

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 16

ER -

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

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this