7728-73-6Relevant articles and documents
Rh-Catalyzed Coupling of Aldehydes with Allylboronates Enables Facile Access to Ketones
Zhang, Kezhuo,Huang, Jiaxin,Zhao, Wanxiang
, (2022/02/21)
We present herein a novel strategy for the preparation of ketones from aldehydes and allylic boronic esters. This reaction involves the allylation of aldehydes with allylic boronic esters and the Rh-catalyzed chain-walking of homoallylic alcohols. The key to this successful development is the protodeboronation of alkenyl borylether intermediate via a tetravalent borate anion species in the presence of KHF2 and MeOH. This approach features mild reaction conditions, broad substrate scope, and excellent functional group tolerance. Mechanistic studies also supported that the tandem allylation and chain-walking process were involved.
NOVEL TRIBORYLALKENE, PRODUCTION METHOD THEREOF, AND PRODUCTION METHOD OF MULTISUBSTITUTED ALKENE
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Paragraph 0206, (2020/03/10)
PROBLEM TO BE SOLVED: To provide a compound as a synthetic intermediate for a tetraarylalkene useful as medicaments and electronic materials. SOLUTION: The invention provides a triborylalkene represented by the general formula (I) in the figure, where Ra represents an optionally substituted aryl group. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
An atom efficient synthesis of tamoxifen
Heijnen, Dorus,Van Zuijlen, Milan,Tosi, Filippo,Feringa, Ben L.
supporting information, p. 2315 - 2320 (2019/03/06)
The direct carbolithiation of diphenylacetylenes and their cross-coupling procedure taking advantage of the intermediate alkenyllithium reagents are presented. By employing our recently discovered highly active palladium nanoparticle based catalyst, we were able to couple an alkenyllithium reagent with a high (Z/E) selectivity (10:1) and good yield to give the breast cancer drug tamoxifen in just 2 steps from commercially available starting materials and with excellent atom economy and reaction mass efficiency.