Rhodium-catalyzed reaction of 1-alkenylboronates with aldehydes leading to allylation products

Hiroshi Shimizu, Tomohiro Igarashi, Tomoya Miura, Masahiro Murakami

Research output: Contribution to journalArticlepeer-review

35 Citations (Scopus)

Abstract

Synthetic equivalents: 1-Alkenylboronates perform the role of an allylating reagent. Their reaction with aldehydes in the presence of a cationic rhodium(I)/dppm catalyst results in a highly diastereoselective production of anti-configured homoallylic alcohols (see scheme; Bpin=4,4,5,5-tetramethyl-1,3, 2-dioxaborolanyl).

Original languageEnglish
Pages (from-to)11465-11469
Number of pages5
JournalAngewandte Chemie - International Edition
Volume50
Issue number48
DOIs
Publication statusPublished - Nov 25 2011
Externally publishedYes

Keywords

  • aldehydes
  • allylation
  • diastereoselectivity
  • isomerization
  • rhodium

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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