One-Pot, Tandem Wittig Hydrogenation: Formal C(sp<sup>3</sup>)–C(sp<sup>3</sup>) Bond Formation with Extensive Scope
作者:Rory Devlin、David J. Jones、Gerard P. McGlacken
DOI:10.1021/acs.orglett.0c01874
日期:2020.7.2
A one-pot, tandem Wittig hydrogenation of aldehydes with stabilized ylides is reported, representing a formal C(sp3)–C(sp3) bond construction. The tandem reaction operates under mild conditions, is high yielding, and is broad in scope. Chemoselectivity for olefin reduction is observed, and the methodology is demonstrated in the synthesis of lapatinib analogues and a formal synthesis of (±)-cuspareine
据报道,用稳定的乙炔对一锅进行串联的Wittig醛加氢反应,代表了正式的C(sp 3)–C(sp 3)键结构。串联反应在温和条件下进行,收率高,适用范围广。观察到对烯烃还原的化学选择性,并且该方法在拉帕替尼类似物的合成和(±)-cuspareine的正式合成中得到了证明。早期的见解表明,在还原步骤中观察到的化学选择性是由于在步骤1之后催化剂部分中毒所致,因此增加了一锅法的能力。