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Silaborative Carbocyclizations of 1,7-Enynes. Diastereoselective Preparation of Chromane Derivatives
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.ORCID iD: 0000-0002-1743-7650
2016 (English)In: Organic Letters, ISSN 1523-7060, E-ISSN 1523-7052, Vol. 18, no 2, 308-311 p.Article in journal (Refereed) PublishedText
Abstract [en]

Palladium(0)-catalyzed carbocyclization of 1,7-enynes mediated by (chlorodimethylsilyl)pinacolborane proceeds with 1,8-addition of the silicon and boron functions to give functionalized cyclohexane derivatives with boron attached to the exocyclic olefin. A variety of chromane dervatives are accessible by this method. In contrast to the analogous reactions with 1,6-enynes, the configuration of the newly formed stereogenic center is controlled by a stereogenic center present in the substrate.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2016. Vol. 18, no 2, 308-311 p.
National Category
Organic Chemistry
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URN: urn:nbn:se:kth:diva-182157DOI: 10.1021/acs.orglett.5b03479ISI: 000368563200041PubMedID: 26741486ScopusID: 2-s2.0-84955458738OAI: oai:DiVA.org:kth-182157DiVA: diva2:905003
Note

QC 20160220

Available from: 2016-02-20 Created: 2016-02-16 Last updated: 2016-02-20Bibliographically approved

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