(Z)-(2-bromovinyl)-MIDA boronate: A readily accessible and highly versatile building block for small molecule synthesis

Eric M. Woerly, Justin R. Struble, Nagarjuna Palyam, Sean P. O'Hara, Martin D. Burke

Research output: Contribution to journalArticle

Abstract

Iterative cross-coupling represents a potentially general approach for the simple, efficient, and flexible construction of a wide range of functional small molecules. In this context, (Z)-(2-bromovinyl)-N-methyliminodiacetic acid (MIDA) boronate is a very useful building block for small molecule synthesis. This compound can serve as a starting material for the preparation of a wide range of cis-alkene-containing MIDA boronates. This compound can also be used for the iterative cross-coupling-based synthesis of various cis-olefin- containing targets. Collectively, these results contribute to the expanding generality of the MIDA boronate platform.

Original languageEnglish (US)
Pages (from-to)4333-4343
Number of pages11
JournalTetrahedron
Volume67
Issue number24
DOIs
StatePublished - Jun 17 2011

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Keywords

  • Iterative cross-coupling
  • MIDA boronates
  • Polyene natural products
  • cis-Alkenes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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