Soluble and polymer-supported 2- and 3-benzylated furans for the preparation of α,β-ethylenic carbonyl compounds
作者:Sébastien Albert、Adrien Soret、Luis Blanco、Sandrine Deloisy
DOI:10.1016/j.tet.2007.01.030
日期:2007.3
Soluble and polymer-supported 2- and 3-benzylated furans were subjected to a sequence involving a Diels–Alder reaction with α,β-acetylenic carbonyl compounds, a Michael addition, and a subsequent retro-Diels–Alder reaction to yield olefinic compounds. On solid support, this traceless strategy is advantageous since pure compounds were released in the thermal cycloreversion step. The fur-2-ylated resin
可溶性和聚合物负载的2-和3-苄基呋喃要经历一个与α,β-炔属羰基化合物进行Diels-Alder反应,迈克尔加成反应以及随后的Diels-Alder逆反应以生成烯烃化合物的顺序。在固体载体上,这种无痕化策略是有利的,因为在热循环还原步骤中会释放出纯净的化合物。呋喃-2-基化的树脂允许高度非对映选择性的合成。