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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 22
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Articles

Facile access to chiral β-homoglutamic acid from 3-cyclohexene-carboxylic acid

, , , , ORCID Icon &
Pages 3475-3480 | Received 09 Jul 2020, Published online: 17 Aug 2020
 

Abstract

A convenient, safe, and effective synthetic protocol for the synthesis of chiral β-homoglutamic acid was described. The strategy started from 3-cyclohexenecarboxylic acid, followed by three steps classic reaction including Curtius Rearrangement, oxidative cleavage of alkene, and debenzylation by catalytic hydrogenation. The chiral β-homoglutamic acid was prepared with a high yield and high enantiomeric excess.

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Funding

The authors gratefully acknowledge financial supports from the Strategic Priority Research Program of the Chinese Academy of Sciences [No. XDB20000000] and the Natural Science Foundation of Fujian Province, China [No. 2018J01029], the Key Laboratory of Coal to Ethylene Glycol and Its Related Technology, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences.

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