Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

Synthia Gratia; Kathryn Mosesohn; Steven T. Diver

doi:10.1021/acs.orglett.6b02641

Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

Synthia Gratia
, Kathryn Mosesohn
, Steven T. Diver

Chemistry

SUNY Buffalo

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

10 Scopus citations

Abstract

A Ru-carbene-promoted ring expansion of bicyclo[3.1.0]hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both conjugated diene and cyclopropane substructures that could be selectively reacted in subsequent transformations.

Original language	English
Pages (from-to)	5320-5323
Number of pages	4
Journal	Organic Letters
Volume	18
Issue number	20
DOIs	https://doi.org/10.1021/acs.orglett.6b02641
State	Published - Oct 21 2016

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title = "Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes",

abstract = "A Ru-carbene-promoted ring expansion of bicyclo[3.1.0]hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both conjugated diene and cyclopropane substructures that could be selectively reacted in subsequent transformations.",

author = "Synthia Gratia and Kathryn Mosesohn and Diver, \{Steven T.\}",

note = "Publisher Copyright: {\textcopyright} 2016 American Chemical Society.",

year = "2016",

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doi = "10.1021/acs.orglett.6b02641",

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T1 - Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

AU - Gratia, Synthia

AU - Mosesohn, Kathryn

AU - Diver, Steven T.

PY - 2016/10/21

Y1 - 2016/10/21

N2 - A Ru-carbene-promoted ring expansion of bicyclo[3.1.0]hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both conjugated diene and cyclopropane substructures that could be selectively reacted in subsequent transformations.

AB - A Ru-carbene-promoted ring expansion of bicyclo[3.1.0]hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both conjugated diene and cyclopropane substructures that could be selectively reacted in subsequent transformations.

UR - https://www.scopus.com/pages/publications/84992374765

U2 - 10.1021/acs.orglett.6b02641

DO - 10.1021/acs.orglett.6b02641

M3 - Article

AN - SCOPUS:84992374765

SN - 1523-7060

VL - 18

SP - 5320

EP - 5323

JO - Organic Letters

JF - Organic Letters

IS - 20

ER -

Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

Abstract

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