Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

Caroline Joannesse; Carmen Simal; Carmen Concellon; Jennifer E. Thomson; Craig D. Campbell; Alexandra M. Z. Slawin; Andrew D. Smith

doi:10.1039/b805850d

Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

Caroline Joannesse, Carmen Simal, Carmen Concellon, Jennifer E. Thomson, Craig D. Campbell, Alexandra M. Z. Slawin, Andrew D. Smith

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

Abstract

The structural requirements of amidines necessary to act as efficient O- to C-carboxyl transfer agents are delineated and the scope of this process outlined through its application to a range of oxazolyl, benzofuranyl and indolyl carbonates.

Original language	English
Pages (from-to)	2900-2907
Number of pages	8
Journal	Organic & Biomolecular Chemistry
Volume	6
DOIs	https://doi.org/10.1039/b805850d
Publication status	Published - 21 Aug 2008

Keywords

ACYL TRANSFER CATALYST
KINETIC RESOLUTION
NUCLEOPHILIC CATALYSIS
ACYLATION CATALYSTS
QUATERNARY CARBON
ALCOHOLS
DBU
MIGRATION
BENZOTETRAMISOLE
BENZOFURANONES

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10.1039/b805850d

Cite this

@article{b2088166b61e4d409f5749f8321d804d,

title = "Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives",

abstract = "The structural requirements of amidines necessary to act as efficient O- to C-carboxyl transfer agents are delineated and the scope of this process outlined through its application to a range of oxazolyl, benzofuranyl and indolyl carbonates.",

keywords = "ACYL TRANSFER CATALYST, KINETIC RESOLUTION, NUCLEOPHILIC CATALYSIS, ACYLATION CATALYSTS, QUATERNARY CARBON, ALCOHOLS, DBU, MIGRATION, BENZOTETRAMISOLE, BENZOFURANONES",

author = "Caroline Joannesse and Carmen Simal and Carmen Concellon and Thomson, {Jennifer E.} and Campbell, {Craig D.} and Slawin, {Alexandra M. Z.} and Smith, {Andrew D.}",

year = "2008",

month = aug,

day = "21",

doi = "10.1039/b805850d",

language = "English",

volume = "6",

pages = "2900--2907",

journal = "Organic & Biomolecular Chemistry",

issn = "1477-0539",

publisher = "Royal Society of Chemistry",

}

TY - JOUR

T1 - Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

AU - Joannesse, Caroline

AU - Simal, Carmen

AU - Concellon, Carmen

AU - Thomson, Jennifer E.

AU - Campbell, Craig D.

AU - Slawin, Alexandra M. Z.

AU - Smith, Andrew D.

PY - 2008/8/21

Y1 - 2008/8/21

N2 - The structural requirements of amidines necessary to act as efficient O- to C-carboxyl transfer agents are delineated and the scope of this process outlined through its application to a range of oxazolyl, benzofuranyl and indolyl carbonates.

AB - The structural requirements of amidines necessary to act as efficient O- to C-carboxyl transfer agents are delineated and the scope of this process outlined through its application to a range of oxazolyl, benzofuranyl and indolyl carbonates.

KW - ACYL TRANSFER CATALYST

KW - KINETIC RESOLUTION

KW - NUCLEOPHILIC CATALYSIS

KW - ACYLATION CATALYSTS

KW - QUATERNARY CARBON

KW - ALCOHOLS

KW - DBU

KW - MIGRATION

KW - BENZOTETRAMISOLE

KW - BENZOFURANONES

UR - http://www.scopus.com/inward/record.url?scp=49149115298&partnerID=8YFLogxK

U2 - 10.1039/b805850d

DO - 10.1039/b805850d

M3 - Article

SN - 1477-0539

VL - 6

SP - 2900

EP - 2907

JO - Organic & Biomolecular Chemistry

JF - Organic & Biomolecular Chemistry

ER -

Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

Abstract

Keywords

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N-Heterocyclic Carbenes as Asymmetric: N-Heterocyclic Carbenes as Asymmetric Organocatalysts: Reaction Development

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Amidine catalysed O- to C-carboxyl transfer of heterocyclic carbonate derivatives

Abstract

Keywords

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N-Heterocyclic Carbenes as Asymmetric: N-Heterocyclic Carbenes as Asymmetric Organocatalysts: Reaction Development

Cite this