Access to Cyclic Amino Boronates via Rhodium-Catalyzed Functionalization of Alkyl MIDA Boronates.

Autor:	St Denis JD; Davenport Research Laboratories, Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, ON, M5S 3H6, Canada., Lee CF; Davenport Research Laboratories, Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, ON, M5S 3H6, Canada., Yudin AK; Davenport Research Laboratories, Department of Chemistry, University of Toronto , 80 St. George Street, Toronto, ON, M5S 3H6, Canada.
Jazyk:	angličtina
Zdroj:	Organic letters [Org Lett] 2015 Dec 04; Vol. 17 (23), pp. 5764-7. Date of Electronic Publication: 2015 Nov 20.
DOI:	10.1021/acs.orglett.5b02861
Abstrakt:	Herein, we describe the rhodium-catalyzed C-H amination reaction of 1,2-boryl sulfamate esters derived from amphoteric α-boryl aldehydes. Depending on the substitution pattern of the boryl sulfamate ester, a diverse range of five- or six-membered ring heterocycles are accessible using this transformation. The highly chemoselective nature of the C-H functionalization reaction preserves the alkyl boronate functional group, which enables the synthesis of B-C-N and B-C-C-N motifs that are present in a number of hydrolase inhibitors.
Databáze:	MEDLINE
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