Enyne cross-metathesis with strained, geminally-substituted alkenes: Direct access to highly substituted 1,3-dienes

Daniel A. Clark; Brenda S. Basile; William S. Karnofel; Steven T. Diver

doi:10.1021/ol802007q

Enyne cross-metathesis with strained, geminally-substituted alkenes: Direct access to highly substituted 1,3-dienes

Daniel A. Clark
, Brenda S. Basile
, William S. Karnofel
, Steven T. Diver

Chemistry

SUNY Buffalo

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

31 Scopus citations

Abstract

(Figure Presented) Ru cat. = variety of second generation Grubbs' catalysts used nine examples, 92-99% isolated yields Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 °C.

Original language	English
Pages (from-to)	4927-4929
Number of pages	3
Journal	Organic Letters
Volume	10
Issue number	21
DOIs	https://doi.org/10.1021/ol802007q
State	Published - 2008

Access to Document

10.1021/ol802007q

Cite this

@article{ecabeb93bbde4c83a93d5238f7c9557d,

title = "Enyne cross-metathesis with strained, geminally-substituted alkenes: Direct access to highly substituted 1,3-dienes",

abstract = "(Figure Presented) Ru cat. = variety of second generation Grubbs' catalysts used nine examples, 92-99\% isolated yields Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 °C.",

author = "Clark, \{Daniel A.\} and Basile, \{Brenda S.\} and Karnofel, \{William S.\} and Diver, \{Steven T.\}",

year = "2008",

doi = "10.1021/ol802007q",

language = "English",

volume = "10",

pages = "4927--4929",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "21",

}

TY - JOUR

T1 - Enyne cross-metathesis with strained, geminally-substituted alkenes

T2 - Direct access to highly substituted 1,3-dienes

AU - Clark, Daniel A.

AU - Basile, Brenda S.

AU - Karnofel, William S.

AU - Diver, Steven T.

PY - 2008

Y1 - 2008

N2 - (Figure Presented) Ru cat. = variety of second generation Grubbs' catalysts used nine examples, 92-99% isolated yields Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 °C.

AB - (Figure Presented) Ru cat. = variety of second generation Grubbs' catalysts used nine examples, 92-99% isolated yields Angle strain in methylene cyclobutane was used to drive a cross-enyne metathesis with 1-alkynes, giving 1,1,3-trisubstituted 1,3-dienes in good isolated yields. An extensive survey of Grubbs' second-generation catalysts led to an optimized reaction conducted at 0 °C.

UR - https://www.scopus.com/pages/publications/60949091784

U2 - 10.1021/ol802007q

DO - 10.1021/ol802007q

M3 - Article

AN - SCOPUS:60949091784

SN - 1523-7060

VL - 10

SP - 4927

EP - 4929

JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Enyne cross-metathesis with strained, geminally-substituted alkenes: Direct access to highly substituted 1,3-dienes

Abstract

Access to Document

Other files and links

Fingerprint

Cite this