Department of Chemistry & Chemical Biology, University of New Mexico, Albuquerque, NM, 87131, USA.
State Key Laboratory of Bioengineering Reactor and Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science & Technology, 130 Mei-Long Road, Shanghai, 200237, P.R. China.
Angew Chem Int Ed Engl. 2017 Jul 3;56(28):8201-8205. doi: 10.1002/anie.201703127. Epub 2017 Jun 12.
Reported herein is a conceptually novel organocatalytic strategy for the formylation of boronic acids. New reactivity is engineered into the α-amino-acid-forming Petasis reaction occurring between aryl boronic acids, amines, and glyoxylic acids to prepare aldehydes. The operational simplicity of the process and its ability to generate structurally diverse and valued aryl, heteroaryl, and α,β-unsaturated aldehydes containing a wide array of functional groups, demonstrates the practical utility of the new synthetic strategy.
本文报道了硼酸的甲酰化的一种新概念的有机催化策略。通过设计新的反应活性,在芳基硼酸、胺和乙醛酸之间发生的 Petasis 反应形成α-氨基酸,可以制备醛。该过程操作简单,能够生成结构多样且具有广泛应用价值的芳基、杂芳基和α,β-不饱和醛,包含各种官能团,证明了新合成策略的实际应用价值。