Making Imines Without Making Water - Exploiting a Recognition-Mediated Aza-Wittig Reaction

Vicente del Amo; Douglas Philp

doi:10.1021/ol8024499

Making Imines Without Making Water - Exploiting a Recognition-Mediated Aza-Wittig Reaction

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

Abstract

A recognition-mediated aza-Wittig reaction permits the efficient formation of an imine in dry CDCl3 from an iminophosphorane and an aldehyde. The kinetic and thermodynamic parameters for this reaction are compared with those obtained from a condensation reaction between an aldehyde and an amine that forms the same product.

Original language	English
Pages (from-to)	301-304
Number of pages	4
Journal	Organic Letters
Volume	11
Issue number	2
DOIs	https://doi.org/10.1021/ol8024499
Publication status	Published - 15 Jan 2009

Keywords

DYNAMIC COMBINATORIAL LIBRARIES
HETEROCYCLIC NATURAL-PRODUCTS
DIELS-ALDER REACTION
SYSTEMS CHEMISTRY
AMPLIFICATION
RECEPTORS
REPLICATION
SELECTIVITY
INHIBITORS
SENSORS

Access to Document

10.1021/ol8024499

EPSRC: PROBING CROSSCATALYSIS: Probing Crosscatalysis, Autocatalysis and Amplific
Philp, D. (PI)
EPSRC
1/01/07 → 31/07/10
Project: Standard

Cite this

@article{1ad7f1f1dc174e3385bf52b528636e63,

title = "Making Imines Without Making Water - Exploiting a Recognition-Mediated Aza-Wittig Reaction",

abstract = "A recognition-mediated aza-Wittig reaction permits the efficient formation of an imine in dry CDCl3 from an iminophosphorane and an aldehyde. The kinetic and thermodynamic parameters for this reaction are compared with those obtained from a condensation reaction between an aldehyde and an amine that forms the same product.",

keywords = "DYNAMIC COMBINATORIAL LIBRARIES, HETEROCYCLIC NATURAL-PRODUCTS, DIELS-ALDER REACTION, SYSTEMS CHEMISTRY, AMPLIFICATION, RECEPTORS, REPLICATION, SELECTIVITY, INHIBITORS, SENSORS",

author = "{del Amo}, Vicente and Douglas Philp",

year = "2009",

month = jan,

day = "15",

doi = "10.1021/ol8024499",

language = "English",

volume = "11",

pages = "301--304",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society (ACS)",

number = "2",

}

TY - JOUR

T1 - Making Imines Without Making Water - Exploiting a Recognition-Mediated Aza-Wittig Reaction

AU - del Amo, Vicente

AU - Philp, Douglas

PY - 2009/1/15

Y1 - 2009/1/15

N2 - A recognition-mediated aza-Wittig reaction permits the efficient formation of an imine in dry CDCl3 from an iminophosphorane and an aldehyde. The kinetic and thermodynamic parameters for this reaction are compared with those obtained from a condensation reaction between an aldehyde and an amine that forms the same product.

AB - A recognition-mediated aza-Wittig reaction permits the efficient formation of an imine in dry CDCl3 from an iminophosphorane and an aldehyde. The kinetic and thermodynamic parameters for this reaction are compared with those obtained from a condensation reaction between an aldehyde and an amine that forms the same product.

KW - DYNAMIC COMBINATORIAL LIBRARIES

KW - HETEROCYCLIC NATURAL-PRODUCTS

KW - DIELS-ALDER REACTION

KW - SYSTEMS CHEMISTRY

KW - AMPLIFICATION

KW - RECEPTORS

KW - REPLICATION

KW - SELECTIVITY

KW - INHIBITORS

KW - SENSORS

U2 - 10.1021/ol8024499

DO - 10.1021/ol8024499

M3 - Article

SN - 1523-7060

VL - 11

SP - 301

EP - 304

JO - Organic Letters

JF - Organic Letters

IS - 2

ER -

Making Imines Without Making Water - Exploiting a Recognition-Mediated Aza-Wittig Reaction

Abstract

Keywords

Access to Document

Fingerprint

Projects

EPSRC: PROBING CROSSCATALYSIS: Probing Crosscatalysis, Autocatalysis and Amplific

Cite this