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首页> 外文期刊>Chemistry: A European journal >Development of Zn-prophenol-catalyzed asymmetric alkyne addition: Synthesis of chiral propargylic alcohols
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Development of Zn-prophenol-catalyzed asymmetric alkyne addition: Synthesis of chiral propargylic alcohols

机译：锌-异丙酚催化不对称炔烃加成反应的发展：手性炔丙醇的合成

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摘要

The development of a general and practical zinc-catalyzed enantioselective alkyne addition methodology is reported. The commercially available ProPhenol ligand (1) has facilitated the addition of a wide range of zinc alkynylides to aryl, aliphatic, and α,β-unsaturated aldehydes in high yield and enantioselectivity. New insights into the mechanism of this reaction have resulted in a significant reduction in reagent stoichiometry, enabling the use of precious alkynes and avoiding the use of excess dimethylzinc. The enantioenriched propargylic alcohols from this reaction serve as versatile synthetic intermediates and have enabled efficient syntheses of several complex natural products. A precious few: A general and practical zinc-catalyzed enantioselective alkyne addition methodology is reported (see scheme). New insights into the mechanism of this reaction have resulted in a significant reduction in reagent stoichiometry, enabling the use of precious alkynes and avoiding the use of excess dimethylzinc. This methodology has enabled the efficient synthesis of several complex natural products.
机译：报道了常规和实用的锌催化对映选择性炔烃加成方法的开发。市售的ProPhenol配体（1）有助于以高收率和对映选择性将多种炔基锌添加到芳基，脂肪族和α，β-不饱和醛中。对这种反应机理的新见解已导致试剂化学计量的显着降低，从而使得能够使用珍贵炔烃并避免使用过量的二甲基锌。来自该反应的富含对映体的炔丙醇用作通用的合成中间体，并且能够有效地合成几种复杂的天然产物。珍贵的几种：报告了一种通用且实用的锌催化对映选择性炔烃加成方法（参见方案）。对这种反应机理的新见解已导致试剂化学计量的显着降低，从而使得能够使用珍贵炔烃并避免使用过量的二甲基锌。这种方法论使几种复杂的天然产物得以有效合成。

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