A facile route for highly enantioenriched six-membered 1,4-N,N- and N,O-heterocycles from L-serinate-derived α-bromoacetates

IF 1.7 4区化学

Bulletin of the Korean Chemical Society Pub Date : 2023-10-14 DOI:10.1002/bkcs.12787

So Jeong Lee, Min Ji Park, Seyeon Kim, Yong Sun Park

引用次数: 0

Abstract

Preparation of highly enantioenriched six-membered 1,4-N,N- and N,O-heterocycles has been developed through [4 + 2] heteroannulation of α-bromoacetates with 1,4-binucleophiles. Two consecutive substitutions of highly diastereoenriched L-serinate-derived α-bromoacetates provide convenient access to a wide range of C-aryl/aliphatic substituted 1,4-N,N- and N,O-heterocycles with up to 99:1 er.

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从L-丝氨酸衍生的α-溴乙酸酯制备高对映体富集的六元 1,4-N,N-和 N,O-杂环的简便路线

通过α-溴乙酸酯与 1,4-亲核物的[4 + 2]异嵌合，制备出了高度对映富集的六元 1,4-N,N-和 N,O- 异环。通过连续两次取代高度非对映富集的 L-丝氨酸衍生的 α-溴乙酸酯，可以方便地获得范围广泛的 C-芳基/脂肪族取代的 1,4-N,N-和 N,O- 异环，其比例高达 99:1。

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来源期刊

Bulletin of the Korean Chemical Society Chemistry-General Chemistry

自引率

23.50%

发文量

182

期刊介绍： The Bulletin of the Korean Chemical Society is an official research journal of the Korean Chemical Society. It was founded in 1980 and reaches out to the chemical community worldwide. It is strictly peer-reviewed and welcomes Accounts, Communications, Articles, and Notes written in English. The scope of the journal covers all major areas of chemistry: analytical chemistry, electrochemistry, industrial chemistry, inorganic chemistry, life-science chemistry, macromolecular chemistry, organic synthesis, non-synthetic organic chemistry, physical chemistry, and materials chemistry.

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