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一种高效的对映选择性合成多功能化γ-丁内酯的方法：(+)-肾甾烷酸的简洁合成。

An efficient enantioselective approach to multifunctionalized γ-butyrolactone: concise synthesis of (+)-nephrosteranic acid.

作者信息

Gehlawat Anju, Prakash Ranjana, Pandey Satyendra Kumar

机构信息

School of Chemistry and Biochemistry, Thapar Institute of Engineering and Technology Patiala-147 001 India

Department of Chemistry, Institute of Science, Banaras Hindu University Varanasi-221 005 India

出版信息

RSC Adv. 2020 May 22;10(33):19655-19658. doi: 10.1039/d0ra04267f. eCollection 2020 May 20.

DOI:10.1039/d0ra04267f
PMID:35515420
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9054058/
Abstract

A short, efficient and novel approach for multifunctionalized γ-butyrolactone paraconic acids and its application to the total synthesis of (+)-nephrosteranic acid from readily available PMB ()-glycidyl ether as a starting material are described. Key transformations include asymmetric Michael addition catalyzed by chiral diphenylprolinol silyl ether and stereoselective α-methylation.

摘要

描述了一种简短、高效且新颖的方法来制备多功能化的γ-丁内酯对映康酸，并将其应用于以易得的对甲氧基苄基（PMB）（）-缩水甘油醚为起始原料全合成（+）-肾甾烷酸。关键转化包括手性二苯基脯氨醇硅醚催化的不对称迈克尔加成和立体选择性α-甲基化。

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本文引用的文献

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A protecting-group-free synthesis of (+)-nephrosteranic, (+)-protolichesterinic, (+)-nephrosterinic, (+)-phaseolinic, (+)-rocellaric acids and (+)-methylenolactocin.（+）-肾甾烷酸、（+）-原地衣甾酸、（+）-肾甾酸、（+）-菜豆酸、（+）-松萝酸和（+）-亚甲基内酯素的无保护基合成。
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One-pot synthesis of multisubstituted butyrolactonimidates: total synthesis of (-)-nephrosteranic Acid.多取代丁内酯亚胺的一锅法合成：（-）-肾甾烷酸的全合成
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