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Scientific article
English

Ir-Catalyzed Selective Hydroboration of 2-Substituted 1,3-Dienes: A General Method to Access Homoallylic Boronates

Published inACS Catalysis, vol. 8, no. 10, p. 9382-9387
Publication date2018
Abstract

An operationally simple protocol for the 4,3-selective hydroboration of 2-substituted 1,3-dienes using an iridium catalyst is described. Independently of the nature (alkyl, aryl, heteroaryl) and the size of the substituent in the 2-position, it provides access to a variety of homoallylic boronates featuring a 1,1-disubstituted olefin in high yield and chemo- and regioselectivity. An array of potentially sensitive functional groups is well-tolerated, and the method can be extend to 1,2-disubstituted 1,3-dienes. Derivatization of the homoallylic boronates is also demonstrated using contemporary catalytic and enantioselective processes.

Keywords
  • Conjugated 1,3-dienes
  • Homoallylic boronates
  • Hydroboration
  • Iridium catalysis
  • Selective catalysis
Research group
Citation (ISO format)
FIORITO, Daniele, MAZET, Clement. Ir-Catalyzed Selective Hydroboration of 2-Substituted 1,3-Dienes: A General Method to Access Homoallylic Boronates. In: ACS Catalysis, 2018, vol. 8, n° 10, p. 9382–9387. doi: 10.1021/acscatal.8b02334
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ISSN of the journal2155-5435
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Creation09/17/2018 11:15:00 AM
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