Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes

Craig D. Campbell; Nicolas Duguet; Katherine A. Gallagher; Jennifer E. Thomson; Anita G. Lindsay; AnnMarie C. O'Donoghue; Andrew D. Smith

doi:10.1039/b806816j

Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes

Craig D. Campbell, Nicolas Duguet, Katherine A. Gallagher, Jennifer E. Thomson, Anita G. Lindsay, AnnMarie C. O'Donoghue, Andrew D. Smith

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

Abstract

Cascade reaction sequences incorporating N-heterocyclic carbene-based organocatalysis have been developed that allow the direct preparation of a range of (+/-)-4-phenoxycarbonylazlactones in good isolated yields (66-84%) from the corresponding N-p-anisoyl amino acids.

Original language	English
Pages (from-to)	3528-3530
Number of pages	3
Journal	Chemical Communications
Issue number	30
DOIs	https://doi.org/10.1039/b806816j
Publication status	Published - 2008

Keywords

ORGANIC-SYNTHESIS
DOMINO REACTIONS
QUATERNARY CARBON
ORGANOCATALYSIS
CONSTRUCTION
STRATEGIES
CATALYSIS
BENZOFURANONES
AZLACTONES
ACYLATION

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10.1039/b806816j

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title = "Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes",

abstract = "Cascade reaction sequences incorporating N-heterocyclic carbene-based organocatalysis have been developed that allow the direct preparation of a range of (+/-)-4-phenoxycarbonylazlactones in good isolated yields (66-84%) from the corresponding N-p-anisoyl amino acids.",

keywords = "ORGANIC-SYNTHESIS, DOMINO REACTIONS, QUATERNARY CARBON, ORGANOCATALYSIS, CONSTRUCTION, STRATEGIES, CATALYSIS, BENZOFURANONES, AZLACTONES, ACYLATION",

author = "Campbell, {Craig D.} and Nicolas Duguet and Gallagher, {Katherine A.} and Thomson, {Jennifer E.} and Lindsay, {Anita G.} and O'Donoghue, {AnnMarie C.} and Smith, {Andrew D.}",

year = "2008",

doi = "10.1039/b806816j",

language = "English",

pages = "3528--3530",

journal = "Chemical Communications",

issn = "1359-7345",

publisher = "Royal Society of Chemistry",

number = "30",

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TY - JOUR

T1 - Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes

AU - Campbell, Craig D.

AU - Duguet, Nicolas

AU - Gallagher, Katherine A.

AU - Thomson, Jennifer E.

AU - Lindsay, Anita G.

AU - O'Donoghue, AnnMarie C.

AU - Smith, Andrew D.

PY - 2008

Y1 - 2008

N2 - Cascade reaction sequences incorporating N-heterocyclic carbene-based organocatalysis have been developed that allow the direct preparation of a range of (+/-)-4-phenoxycarbonylazlactones in good isolated yields (66-84%) from the corresponding N-p-anisoyl amino acids.

AB - Cascade reaction sequences incorporating N-heterocyclic carbene-based organocatalysis have been developed that allow the direct preparation of a range of (+/-)-4-phenoxycarbonylazlactones in good isolated yields (66-84%) from the corresponding N-p-anisoyl amino acids.

KW - ORGANIC-SYNTHESIS

KW - DOMINO REACTIONS

KW - QUATERNARY CARBON

KW - ORGANOCATALYSIS

KW - CONSTRUCTION

KW - STRATEGIES

KW - CATALYSIS

KW - BENZOFURANONES

KW - AZLACTONES

KW - ACYLATION

UR - http://www.scopus.com/inward/record.url?scp=47949116057&partnerID=8YFLogxK

U2 - 10.1039/b806816j

DO - 10.1039/b806816j

M3 - Article

SN - 1359-7345

SP - 3528

EP - 3530

JO - Chemical Communications

JF - Chemical Communications

IS - 30

ER -

Tandem multi-step synthesis of C-carboxyazlactones promoted by N-heterocyclic carbenes

Abstract

Keywords

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