N-Heterocyclic Carbene Catalyzed Transformylation

Jared E.M. Fernando; Alison Levens; Daniel Moock; David W. Lupton

doi:10.1055/s-0036-1588449

N-Heterocyclic Carbene Catalyzed Transformylation

Jared E.M. Fernando, Alison Levens, Daniel Moock, David W. Lupton

School of Chemistry

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

4 Citations (Scopus)

Abstract

The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59-96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

Original language	English
Pages (from-to)	3505-3510
Number of pages	6
Journal	Synthesis
Volume	49
Issue number	15
DOIs	https://doi.org/10.1055/s-0036-1588449
Publication status	Published - 1 Aug 2017

Keywords

formate synthesis
N-heterocyclic carbene catalysis
transformylation

Access to Document

10.1055/s-0036-1588449

Cite this

@article{e124d8b7ba994ede97bad4fe05eae5d1,

title = "N-Heterocyclic Carbene Catalyzed Transformylation",

abstract = "The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59-96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.",

keywords = "formate synthesis, N-heterocyclic carbene catalysis, transformylation",

author = "Fernando, {Jared E.M.} and Alison Levens and Daniel Moock and Lupton, {David W.}",

year = "2017",

month = aug,

day = "1",

doi = "10.1055/s-0036-1588449",

language = "English",

volume = "49",

pages = "3505--3510",

journal = "Synthesis",

issn = "0039-7881",

publisher = "Georg Thieme",

number = "15",

}

TY - JOUR

T1 - N-Heterocyclic Carbene Catalyzed Transformylation

AU - Fernando, Jared E.M.

AU - Levens, Alison

AU - Moock, Daniel

AU - Lupton, David W.

PY - 2017/8/1

Y1 - 2017/8/1

N2 - The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59-96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

AB - The N-heterocyclic carbene (NHC) catalyzed transformylation has been developed for the conversion of 1°, 2°, and 3° alcohols to the corresponding formates. The reaction employs low catalyst loadings and methyl formate as the formyl transfer reagent. The scope of the reaction is broad with 23 examples reported with good yields (59-96%). The reaction is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

KW - formate synthesis

KW - N-heterocyclic carbene catalysis

KW - transformylation

UR - http://www.scopus.com/inward/record.url?scp=85025429853&partnerID=8YFLogxK

U2 - 10.1055/s-0036-1588449

DO - 10.1055/s-0036-1588449

M3 - Article

AN - SCOPUS:85025429853

SN - 0039-7881

VL - 49

SP - 3505

EP - 3510

JO - Synthesis

JF - Synthesis

IS - 15

ER -

N-Heterocyclic Carbene Catalyzed Transformylation

Abstract

Keywords

Access to Document

Other files and links

Cite this