Scholarlink

<p>As a bioisostere of oxygen/sulfur, selenium (Se) has received increasing attention in drug modification and property optimization. Herein, we disclose an isothiourea-mediated dynamic kinetic resolution and ester exchange of <i>α</i>-arylselenocarboxylic acids, affording the target molecules with up to 95% yield and 96:4 e.r. value. The products can be efficiently transformed into the corresponding chiral <i>α</i>-arylselenocarboxylic acids in excellent yields without loss of optical purity. Notably, Se-based isosteres of the commercial herbicides Dichlorprop and Mecoprop exhibit excellent herbicidal activity against weeds and superior safety toward non-target crops such as soybeans and cotton. This study provides a practical asymmetric synthetic route and promising lead compounds for Se-based bioisosteric replacement.</p>

错误：搜索内容不能为空，请输入英文关键词
错误：关键词超出字数限制，请精简
高级检索

Isothiourea-catalyzed dynamic kinetic resolution of α-arylselenocarboxylic acids for discovering chiral herbicides with better crop safety

  • 期刊论文

  • 发表日期：

    2026年5月11日

查看全文
  • Sha Li,
  • Xingjie Zhang,
  • Jiahui Yao,
  • Huan Wu,
  • Jiahui Zhang,
  • Changxiong Song,
  • Qiu Liu,
  • Jun Ren,
  • Qiyao Cai,
  • Zhichao Jin,
  • Baoan Song,
  • Runjiang Song

摘要

As a bioisostere of oxygen/sulfur, selenium (Se) has received increasing attention in drug modification and property optimization. Herein, we disclose an isothiourea-mediated dynamic kinetic resolution and ester exchange of α-arylselenocarboxylic acids, affording the target molecules with up to 95% yield and 96:4 e.r. value. The products can be efficiently transformed into the corresponding chiral α-arylselenocarboxylic acids in excellent yields without loss of optical purity. Notably, Se-based isosteres of the commercial herbicides Dichlorprop and Mecoprop exhibit excellent herbicidal activity against weeds and superior safety toward non-target crops such as soybeans and cotton. This study provides a practical asymmetric synthetic route and promising lead compounds for Se-based bioisosteric replacement.