A simple cycloaddition approach to a racemate of the natural sweetener monatin

Cedric W. Holzapfel; Karl Bischofberger; Johan Olivier

doi:10.1080/00397919408010241

A simple cycloaddition approach to a racemate of the natural sweetener monatin

Cedric W. Holzapfel, Karl Bischofberger, Johan Olivier

Chemical Sciences

Council for Scientific and Industrial Research

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

21 Citations (Scopus)

Abstract

The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycloaddition to a new chiral synthesis of monatin, is described.

Original language	English
Pages (from-to)	3197-3211
Number of pages	15
Journal	Synthetic Communications
Volume	24
Issue number	22
DOIs	https://doi.org/10.1080/00397919408010241
Publication status	Published - 1 Dec 1994

ASJC Scopus subject areas

Organic Chemistry

Access to Document

10.1080/00397919408010241

Cite this

@article{ab57fa7a25b74a46bfe373c829976470,

title = "A simple cycloaddition approach to a racemate of the natural sweetener monatin",

abstract = "The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycloaddition to a new chiral synthesis of monatin, is described.",

author = "Holzapfel, \{Cedric W.\} and Karl Bischofberger and Johan Olivier",

year = "1994",

month = dec,

day = "1",

doi = "10.1080/00397919408010241",

language = "English",

volume = "24",

pages = "3197--3211",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "22",

}

TY - JOUR

T1 - A simple cycloaddition approach to a racemate of the natural sweetener monatin

AU - Holzapfel, Cedric W.

AU - Bischofberger, Karl

AU - Olivier, Johan

PY - 1994/12/1

Y1 - 1994/12/1

N2 - The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycloaddition to a new chiral synthesis of monatin, is described.

AB - The reaction of methyl 2-(3-indolylmethyl)-acrylate 2 with carbethoxyformonitrile oxide 3, followed by saponification and reduction, gives mainly racemic monatin 1. Preliminary attempts to adapt the 2+3 cycloaddition to a new chiral synthesis of monatin, is described.

UR - https://www.scopus.com/pages/publications/0028020952

U2 - 10.1080/00397919408010241

DO - 10.1080/00397919408010241

M3 - Article

AN - SCOPUS:0028020952

SN - 0039-7911

VL - 24

SP - 3197

EP - 3211

JO - Synthetic Communications

JF - Synthetic Communications

IS - 22

ER -

A simple cycloaddition approach to a racemate of the natural sweetener monatin

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this