NMO·TPB: a selectivity variation on the Ley-Griffith TPAP oxidation

Peter W. Moore; Paul M. Mirzayans; Craig M. Williams

doi:10.1002/chem.201406256

NMO·TPB: a selectivity variation on the Ley-Griffith TPAP oxidation

Peter W. Moore, Paul M. Mirzayans, Craig M. Williams^*

^*Corresponding author for this work

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

16 Citations (Scopus)

Abstract

A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMO·TPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.

Original language	English
Pages (from-to)	3567-3571
Number of pages	5
Journal	Chemistry - A European Journal
Volume	21
Issue number	9
Early online date	21 Jan 2015
DOIs	https://doi.org/10.1002/chem.201406256
Publication status	Published - 23 Feb 2015
Externally published	Yes

Keywords

alcohol oxidation
aldehydes
Ley–Griffith oxidation

Access to Document

10.1002/chem.201406256

Cite this

@article{b5e491f1e071432498621c0a64f0c1c2,

title = "NMO·TPB: a selectivity variation on the Ley-Griffith TPAP oxidation",

abstract = "A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMO·TPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.",

keywords = "alcohol oxidation, aldehydes, Ley–Griffith oxidation",

author = "Moore, \{Peter W.\} and Mirzayans, \{Paul M.\} and Williams, \{Craig M.\}",

year = "2015",

month = feb,

day = "23",

doi = "10.1002/chem.201406256",

language = "English",

volume = "21",

pages = "3567--3571",

journal = "Chemistry - A European Journal",

issn = "0947-6539",

publisher = "John Wiley \& Sons",

number = "9",

}

TY - JOUR

T1 - NMO·TPB

T2 - a selectivity variation on the Ley-Griffith TPAP oxidation

AU - Moore, Peter W.

AU - Mirzayans, Paul M.

AU - Williams, Craig M.

PY - 2015/2/23

Y1 - 2015/2/23

N2 - A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMO·TPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.

AB - A non-hygroscopic tetraphenylborate salt of N-methylmorpholine-N-oxide (NMO) is reported (NMO·TPB), which modulates the standard Ley-Griffith oxidation such that benzylic and allylic alcohols are oxidised selectively. An attractive feature of this new protocol is that anhydrous conditions are not required for this selective tetra-n-propylammonium perruthenate (TPAP) oxidation, superseding the requirement of molecular sieves.

KW - alcohol oxidation

KW - aldehydes

KW - Ley–Griffith oxidation

UR - https://www.scopus.com/pages/publications/84923002955

U2 - 10.1002/chem.201406256

DO - 10.1002/chem.201406256

M3 - Article

C2 - 25604048

AN - SCOPUS:84923002955

SN - 0947-6539

VL - 21

SP - 3567

EP - 3571

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 9

ER -

NMO·TPB: a selectivity variation on the Ley-Griffith TPAP oxidation

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this