Asymmetric Synthesis of Chiral 1,2-Bis(Boronic) Esters Featuring Acyclic, Non-Adjacent 1,3-Stereocenters,Angewandte Chemie International Edition

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Asymmetric Synthesis of Chiral 1,2-Bis(Boronic) Esters Featuring Acyclic, Non-Adjacent 1,3-Stereocenters
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2023-12-14 , DOI: 10.1002/anie.202318441
Xia-Min Jiang ₁ , Chong-Lei Ji ₁ , Jian-Fei Ge ₁ , Jia-Hui Zhao ₂ , Xin-Yuan Zhu ₁ , De-Wei Gao _{1,

3}

Affiliation

We have developed an efficient method for synthesizing chiral 1,2-bis(boronic) esters bearing non-adjacent, acyclic 1,3-stereocenters. Notably, a novel activation mode for gem-diborylalkanes in asymmetric catalysis has been uncovered, avoiding two potential side-products encountered when using classical conditions. This innovative approach exhibits excellent chemo-, regio-, enantio- and diastereoselectivity.

中文翻译：

具有无环、非相邻 1,3-立体中心的手性 1,2-双（硼）酯的不对称合成

我们开发了一种有效的方法来合成带有非相邻非环状 1,3-立构中心的手性 1,2-双（硼）酯。值得注意的是，已经发现了不对称催化中偕二硼基烷烃的新型活化模式，避免了使用经典条件时遇到的两种潜在副产物。这种创新方法表现出优异的化学选择性、区域选择性、对映选择性和非对映选择性。

更新日期：2023-12-14

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