Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents

E. Khaskin, David Milstein

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.

Original languageEnglish
Pages (from-to)9002-9005
Number of pages4
JournalChemical Communications
Volume51
Issue number43
DOIs
Publication statusPublished - May 28 2015

Fingerprint

Alkenes
Oxidants
Olefins
Hydrogenation
Alcohols
Catalysts

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Ceramics and Composites
  • Electronic, Optical and Magnetic Materials
  • Surfaces, Coatings and Films
  • Materials Chemistry
  • Metals and Alloys

Cite this

Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents. / Khaskin, E.; Milstein, David.

In: Chemical Communications, Vol. 51, No. 43, 28.05.2015, p. 9002-9005.

Research output: Contribution to journalArticle

@article{0189df7f262e4bd88895ff1a19ca419e,
title = "Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents",
abstract = "Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.",
author = "E. Khaskin and David Milstein",
year = "2015",
month = "5",
day = "28",
doi = "10.1039/c5cc02902c",
language = "English",
volume = "51",
pages = "9002--9005",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "43",

}

TY - JOUR

T1 - Catalytic, oxidant-free, direct olefination of alcohols using Wittig reagents

AU - Khaskin, E.

AU - Milstein, David

PY - 2015/5/28

Y1 - 2015/5/28

N2 - Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.

AB - Reported here is the catalytic, acceptorless coupling of alcohols with in situ generated, non-stabilized phosphonium ylides to form olefins as major products. The reaction uses low catalyst loadings and does not require added oxidants. Hydrogenation of the product is minimized and the reaction leads to Z (aliphatic) or E (benzylic) stereospecificity.

UR - http://www.scopus.com/inward/record.url?scp=84929379502&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84929379502&partnerID=8YFLogxK

U2 - 10.1039/c5cc02902c

DO - 10.1039/c5cc02902c

M3 - Article

VL - 51

SP - 9002

EP - 9005

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 43

ER -