Rapid assembly of polycyclic structures via sigmatropic rearrangement of S-propargyl xanthates

Ryan M. Harrington; David Wright; Samir Z. Zard

doi:10.3987/COM-12-S(N)98

Rapid assembly of polycyclic structures via sigmatropic rearrangement of S-propargyl xanthates

Ryan M. Harrington
, David Wright
, Samir Z. Zard

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

Abstract

Upon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures.

Original language	English
Pages (from-to)	965-971
Number of pages	7
Journal	Heterocycles
Volume	86
Issue number	2
DOIs	https://doi.org/10.3987/COM-12-S(N)98
Publication status	Published - 1 Dec 2012

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@article{266569520ade429aa6fe12984a1fd239,

title = "Rapid assembly of polycyclic structures via sigmatropic rearrangement of S-propargyl xanthates",

abstract = "Upon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures.",

author = "Harrington, \{Ryan M.\} and David Wright and Zard, \{Samir Z.\}",

year = "2012",

month = dec,

day = "1",

doi = "10.3987/COM-12-S(N)98",

language = "English",

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journal = "Heterocycles",

issn = "0385-5414",

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T1 - Rapid assembly of polycyclic structures via sigmatropic rearrangement of S-propargyl xanthates

AU - Harrington, Ryan M.

AU - Wright, David

AU - Zard, Samir Z.

PY - 2012/12/1

Y1 - 2012/12/1

N2 - Upon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures.

AB - Upon heating in chlorobenzene, propargyl xanthates yield the corresponding 4,5-bis(alkylidene)-1,3-dithiolan-2-ones which are trapped by unactivated olefins in an intramolecular Diels-Alder cycloaddition yielding interesting polycyclic structures.

U2 - 10.3987/COM-12-S(N)98

DO - 10.3987/COM-12-S(N)98

M3 - Article

AN - SCOPUS:84880641304

SN - 0385-5414

VL - 86

SP - 965

EP - 971

JO - Heterocycles

JF - Heterocycles

IS - 2

ER -

Rapid assembly of polycyclic structures via sigmatropic rearrangement of S-propargyl xanthates

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