CHao, Hu, Jet, Tsien, Si-Jie, Chen, May, Kong, Rohan. R, Merchant, Kanda, Yuzuru and Tian, Qin (2024) A General Three-Component Alkyl Petasis Boron-Mannich Reaction. Journal of the American Chemical Society, 146 (31). pp. 21769-21777. ISSN 1520-5126

Abstract

Aryl amines are one of the most common moieties in biologically active molecules, and approximately 37% of drug candidates contain aromatic amines. Recent advancements in medicinal chemistry, coined "escaping from flatland", have led to a greater focus on accessing highly functionalized C (sp3)-rich amines to improve the physicochemical and pharmacokinetic properties of compounds. This article presents a modular and operationally straightforward three-component alkyl Petasis boron-Mannich (APBM) reaction that utilizes ubiquitous starting materials, including amines, aldehydes, and alkyl boronates. By adaptation of this transformation to high-throughput experimentation (HTE), it offers rapid access to an array of diverse C(sp3)-rich complex amines, amenable for rapid identification of drug candidates.

Item Type:	Article
Date Deposited:	08 Oct 2024 00:45
Last Modified:	08 Oct 2024 00:45
URI:	https://oak.novartis.com/id/eprint/53279