Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates

Elaine Seraya; Eric Slack; Alireza Ariafard; Brian F. Yates; Christopher J.T. Hyland

doi:10.1021/ol101862u

Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates

Elaine Seraya, Eric Slack, Alireza Ariafard^*, Brian F. Yates, Christopher J.T. Hyland

^*Corresponding author for this work

Research School of Chemistry

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

40 Citations (Scopus)

Abstract

Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.

Original language	English
Pages (from-to)	4768-4771
Number of pages	4
Journal	Organic Letters
Volume	12
Issue number	21
DOIs	https://doi.org/10.1021/ol101862u
Publication status	Published - 5 Nov 2010

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@article{7b13dcfc73f54411b754146996657bc0,

title = "Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates",

abstract = "Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.",

author = "Elaine Seraya and Eric Slack and Alireza Ariafard and Yates, {Brian F.} and Hyland, {Christopher J.T.}",

year = "2010",

month = nov,

day = "5",

doi = "10.1021/ol101862u",

language = "English",

volume = "12",

pages = "4768--4771",

journal = "Organic Letters",

issn = "1523-7060",

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TY - JOUR

T1 - Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates

AU - Seraya, Elaine

AU - Slack, Eric

AU - Ariafard, Alireza

AU - Yates, Brian F.

AU - Hyland, Christopher J.T.

PY - 2010/11/5

Y1 - 2010/11/5

N2 - Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.

AB - Cyclopropenylmethyl acetates have been shown to undergo rapid and stereoselective gold catalyzed rearrangement to Z-acetoxydienes in high yield. DFT calculations have shown that while several reaction pathways can be envisaged only a single, ring-opening one operates.

UR - http://www.scopus.com/inward/record.url?scp=78049517580&partnerID=8YFLogxK

U2 - 10.1021/ol101862u

DO - 10.1021/ol101862u

M3 - Article

AN - SCOPUS:78049517580

SN - 1523-7060

VL - 12

SP - 4768

EP - 4771

JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Experimental and theoretical investigation into the gold-catalyzed reactivity of cyclopropenylmethyl acetates

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