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Microwave-assisted enantioselective Heck reactions: Expediting high reaction speed and preparative convenience
2002 (English)In: Synthesis (Stuttgart), ISSN 0039-7881, E-ISSN 1437-210X, no 11, 1611-1614 p.Article in journal (Refereed) Published
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Text
Abstract [en]

Palladium-catalyzed asymmetric Heck reactions have been per-formed using high temperature conditions with the aid of controlled microwave dielectric heating. Significant enantioselectivities of up to 92% ee were obtained under non-inert conditions utilizing the previously reported thermostable palladium-phosphineoxazoline catalytic system. With microwave irradiation. reaction times of hours instead of days were obtained. Enantiomeric purities and conversions were found to be strongly dependent on both the choice of the aryl triflate, the reaction temperature, the solvent and the base. Examples of asymmetric arylations of electron-rich as well as neutral cyclic alkenes are presented.

Place, publisher, year, edition, pages
Univ Uppsala, Ctr Biomed, Dept Organ Pharmaceut Chem, S-75123 Uppsala, Sweden., 2002. no 11, 1611-1614 p.
Keyword [en]
asymmetric catalysis, Heck reaction, arylations, regioselectivity, palladium
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:uu:diva-275419ISI: 000177737000020OAI: oai:DiVA.org:uu-275419DiVA: diva2:900273
Available from: 2016-02-03 Created: 2016-02-03 Last updated: 2017-11-30

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