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Updated: Jun 21, 2025

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
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α-Halocarbonyls作为一个有价值的功能化的三级基源

Takashi Nishikata1

  • 1Graduate School of Science and Engineering, Yamaguchi University, 2-16-1 Tokiwadai, Ube, Yamaguchi, 755-8611, Japan.

ChemistryOpen
|July 11, 2024
PubMed
概括

具有三级碳的α-Bromocarbonyl化合物是有机合成中的多功能试剂. 最近的进步已经扩大了它们的使用范围,超出了激进的启动,用于核友,电友和有机金属反应,从而使复杂的分子构造成为可能.

关键词:
添加 添加 添加 添加不对称的反应反应.交叉合器的交叉合器是什么三级基基的三级基.三级化三级化

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By replacing an α-hydrogen with a halogen, acid-catalyzed α-halogenation of aldehydes or ketones yields a monohalogenated product
In the first step of the mechanism, the acid protonates the carbonyl oxygen resulting in a resonance-stabilized cation, which subsequently loses an α-hydrogen to form an enol tautomer. The C=C bond in an enol is highly nucleophilic because of the electron-donating nature of the –OH group. Consequently, the double bond attacks an electrophilic halogen to form a...
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