Correlation Engine 2.0
Clear Search sequence regions


  • esters (9)
  • olefins (1)
  • PhOH (1)
  • polyenes (2)
  • Sizes of these terms reflect their relevance to your search.

    Vinylboronic esters and allylboronic esters are well known to afford olefins by protodeboronation, and therefore homoallenylboronic esters should be similarly available as precursors for 1,3-dienes, but this strategy has not been well explored due to the limited availability of homoallenylboronic esters. Here, we describe a versatile synthesis of homoallenylboronic esters via lithiation-borylation and subsequent 1,2-rearrangement. The resulting homoallenylboronic esters were successfully converted into Z- and E-1,3-dienes by protodeboronation using Bu4NF and B(C6F5)3/PhOH, respectively.

    Citation

    Ryota Sakamoto, Minami Odagi, Atsuto Izumiseki, Kaname Konuki, Kazuo Nagasawa. Stereodivergent Synthesis of 1,3-Dienes via Protodeboronation of Homoallenylboronic Esters. The Journal of organic chemistry. 2022 Jun 17;87(12):8084-8098

    Expand section icon Mesh Tags

    Expand section icon Substances


    PMID: 35671244

    View Full Text