Au-Catalyzed Pentannulation Reaction of Propargylic Esters Occurring at C(sp3)-H Site

Kazem Roohollah Shiroodi; Masumi Sugawara; Maxim Ratushnyy; Douglas C. Yarbrough; Donald J. Wink; Vladimir Gevorgyan

doi:10.1021/acs.orglett.5b01983

Au-Catalyzed Pentannulation Reaction of Propargylic Esters Occurring at C(sp³)-H Site

Kazem Roohollah Shiroodi, Masumi Sugawara, Maxim Ratushnyy, Douglas C. Yarbrough, Donald J. Wink, Vladimir Gevorgyan

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

20 Scopus citations

Abstract

A gold-catalyzed cascade cyclization reaction of easily accessible propargylic esters to cyclopentenones has been developed. This transformation features an unprecedented pentannulation reaction of propargylic esters which occurs at an unactivated C(sp³)-H site to efficiently produce functionalized mono-, bis-, and tricyclic cyclopentenones.

Original language	English (US)
Pages (from-to)	4062-4065
Number of pages	4
Journal	Organic Letters
Volume	17
Issue number	16
DOIs	https://doi.org/10.1021/acs.orglett.5b01983
State	Published - Aug 7 2015
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/acs.orglett.5b01983

Cite this

@article{0d5ca62990544be4b26e320c237d82e8,

title = "Au-Catalyzed Pentannulation Reaction of Propargylic Esters Occurring at C(sp3)-H Site",

abstract = "A gold-catalyzed cascade cyclization reaction of easily accessible propargylic esters to cyclopentenones has been developed. This transformation features an unprecedented pentannulation reaction of propargylic esters which occurs at an unactivated C(sp3)-H site to efficiently produce functionalized mono-, bis-, and tricyclic cyclopentenones.",

author = "Shiroodi, {Kazem Roohollah} and Masumi Sugawara and Maxim Ratushnyy and Yarbrough, {Douglas C.} and Wink, {Donald J.} and Vladimir Gevorgyan",

year = "2015",

month = aug,

day = "7",

doi = "10.1021/acs.orglett.5b01983",

language = "English (US)",

volume = "17",

pages = "4062--4065",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "16",

}

TY - JOUR

T1 - Au-Catalyzed Pentannulation Reaction of Propargylic Esters Occurring at C(sp3)-H Site

AU - Shiroodi, Kazem Roohollah

AU - Sugawara, Masumi

AU - Ratushnyy, Maxim

AU - Yarbrough, Douglas C.

AU - Wink, Donald J.

AU - Gevorgyan, Vladimir

PY - 2015/8/7

Y1 - 2015/8/7

N2 - A gold-catalyzed cascade cyclization reaction of easily accessible propargylic esters to cyclopentenones has been developed. This transformation features an unprecedented pentannulation reaction of propargylic esters which occurs at an unactivated C(sp3)-H site to efficiently produce functionalized mono-, bis-, and tricyclic cyclopentenones.

AB - A gold-catalyzed cascade cyclization reaction of easily accessible propargylic esters to cyclopentenones has been developed. This transformation features an unprecedented pentannulation reaction of propargylic esters which occurs at an unactivated C(sp3)-H site to efficiently produce functionalized mono-, bis-, and tricyclic cyclopentenones.

UR - http://www.scopus.com/inward/record.url?scp=84940204866&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84940204866&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.5b01983

DO - 10.1021/acs.orglett.5b01983

M3 - Article

C2 - 26246385

AN - SCOPUS:84940204866

SN - 1523-7060

VL - 17

SP - 4062

EP - 4065

JO - Organic Letters

JF - Organic Letters

IS - 16

ER -

Au-Catalyzed Pentannulation Reaction of Propargylic Esters Occurring at C(sp³)-H Site

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this