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Total Synthesis of Dolabriferol C by a Highly Stereoselective One-Pot Coupling of a meso-3,7-Diketone with Two Chiral Aldehydes
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2021-10-14 , DOI: 10.1002/anie.202111895
Naveen Diddi 1 , Dale E Ward 1
Affiliation  

The total synthesis of dolabriferol C was achieved by retro-Claisen fragmentation of its putative contiguous precursor, thus establishing the former as a plausible isolation artifact. The carbon skeleton of the precursor was assembled using a novel strategy involving a highly stereoselective three-component bisaldol coupling that sets the absolute configuration of seven (or eight) stereocenters in a one-pot process.
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中文翻译:

通过内消旋 3,7-二酮与两个手性醛的高度立体选择性一锅偶联全合成 Dolabriferol C

dolabriferol C 的全合成是通过其推定的连续前体的逆克莱森碎裂实现的,从而将前者确立为一个合理的分离工件。前体的碳骨架是使用一种新的策略组装的,该策略涉及高度立体选择性的三组分双醛醇偶联,该策略在一锅法中设置了七个(或八个)立体中心的绝对构型。
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更新日期:2021-12-06
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