硼酸化
天然产物
化学
肽
色氨酸
组合化学
立体化学
生物化学
有机化学
芳基
烷基
氨基酸
作者
Rachana Meena,Shashank Shekhar,Shabina B. Ansari,Ashwani Kumar Tiwari,Jhajan Lal,Damodara N. Reddy
标识
DOI:10.1002/asia.202300638
摘要
Abstract The discovery of milder and robust strategies to enable the introduction of organoboronates in peptides remains conspicuously underdeveloped. Herein, we demonstrate an efficient method for the site‐selective sp 2 ‐C7−H borylation of tryptophan under metal‐free condition using BBr 3 directed by pivaloyl group. The versatility of this approach is that gram scale synthesis and C7‐borylated N ‐Phth‐Trp( N ‐Piv)(C7‐BPin)‐OMe was modified into various C7‐substituted derivatives. Moreover, the strategy enables for the peptide elongation and late‐stage borylation of peptides, natural product Brevianamide F and drug Oglufanide.
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