[ n ]Dendralenes as a Platform for Selective Catalysis: Ligand-Controlled Cu-Catalyzed Chemo-, Regio-, and Enantioselective Borylations.

Autor:	Desfeux C; Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, 1211 Geneva, Switzerland., Besnard C; Laboratory of Crystallography, University of Geneva, 24 quai Ernest Ansermet, 1211 Geneva, Switzerland., Mazet C; Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, 1211 Geneva, Switzerland.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2020 Nov 06; Vol. 22 (21), pp. 8181-8187. Date of Electronic Publication: 2020 Jun 19.
DOI:	10.1021/acs.orglett.0c01892
Abstrakt:	We report the development of two complementary methods for the Cu-catalyzed anti -Markovnikov borylation of one specific olefin in 2-substituted [ n ]dendralenes ( n = 3-6). The first protocol operates with a bisphosphine ligand and occurs with high regio- and chemoselectivity for the terminal double bond, independently of the number of cross-conjugated alkenes. We show that the use of a chiral phosphanamine ligand enables the highly chemo-, regio-, and enantioselective borylation of the alkene cross-conjugated with the terminal olefin in [ n ]dendralenes.
Databáze:	MEDLINE
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