Henderson Carley S, Mazzone Jennifer R, Moore Amanda M, Zercher Charles K
Department of Chemistry, University of New Hampshire, Durham, NH 03824.
Tetrahedron. 2021 Jul 2;91. doi: 10.1016/j.tet.2021.132223. Epub 2021 May 19.
Treatment of β-dicarbonyls with the Furakawa-variant of the Simmons-Smith reagent results in homologation and production of an intermediate zinc enolate. Treatment of the enolate with various acylating agents generate products with both γ-dicarbonyl functionality and β-dicarbonyl functionality. In situ exposure of the acylated product to additional zinc carbenoid effects a second regiospecific homologation reaction.
用Simmons-Smith试剂的古川变体处理β-二羰基化合物会导致同系化并生成中间体锌烯醇盐。用各种酰化剂处理烯醇盐会生成具有γ-二羰基官能团和β-二羰基官能团的产物。酰化产物原位暴露于额外的锌卡宾会引发第二次区域特异性同系化反应。