gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives.

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Abstract Text:

Cantet, Carreyre,Jean-Pierre Gesson,Marie-Paule Jouannetaud,Brigitte Renoux,

A variety of alkynylated amines, amides, and imides are reacted in the superacid system HF-SbF5 to give regioselectively new beta-gem-difluoroamines. The reaction, which is not observed in pure HF, is consistent with the formation of a dicationic intermediate (i.e., both vinylic and adjacent protonated N-ammonium cations). Application to the regioselective and efficient synthesis of difluorinated cinchona alkaloid derivatives is described.

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Publishing Authors By Initials

AC Cantet,H Carreyre,JP Gesson,MP Jouannetaud,B Renoux,

For similar abstracts research abstracts see: abstracts research

PUBMED ID PMID:

MEDLINE DATE:

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Journal Published:

PUBLICATION TYPE: Journal Article

Journal: The Journal of organic chemistry

VOLUME: 73

Page Numbers: 2875-8

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 4

MONTH: 03

YEAR: 2008

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 2985193

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Keywords Mesh Terms:

KEYWORDS:

MESH TERMS:

Chemical & Substance for Abstract: gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives. Information

Substance Name:

Registry Number:

Grant and Affiliation Information for gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives.

AFFILIATION: Laboratoire "Synthèse et Réactivité des Substances Naturelles", University of Poitiers, CNRS, 40 Avenue du Recteur Pineau, F-86022 Poitiers Cedex, France brigitte.renoux@univ-poitiers.fr.

Country: United States

AGENCY:

GRANT:

ACRONYM:

MEDLINETA: J Org Chem

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF5: Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives Related Publications

• [Short term cultures of degranulated mastocytes. Histamine synthesis]
• [Visceral amebiasis]
• gem-Difluorination of Aminoalkynes via Highly Reactive Dicationic Species in Superacid HF-SbF(5): Application to the Efficient Synthesis of Difluorinated Cinchona Alkaloid Derivatives.