Chiral carboxylic acid compound as well as synthesis method and application thereof

A chiral carboxylic acid and compound technology, applied in the field of organic synthesis, can solve the problem of less chiral carboxylic acid and achieve high yield and enantioselectivity
CN113200884AActive Publication Date: 2021-08-03ZHEJIANG UNIV
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
ZHEJIANG UNIV
Publication Date
2021-08-03

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Abstract

The invention relates to a preparation method and application of chiral carboxylic acid. The chiral carboxylic acid compound has a structure shown in a formula (1), the chiral carboxylic acid compound has a chiral binaphthalene skeleton and a chiral spirobiindane skeleton, and carboxylic acid and amide substituent groups are respectively arranged on 2 and 2' sites of the binaphthalene skeleton and 7 and 7' sites of the spirobiindane skeleton. The chiral carboxylic acid compound can be synthesized by taking [1,1'-binaphthalene]-2,2'-dicarboxylic acid and 1,1'-spirobiindane-7,7'-dicarboxylic acid with optical activity as starting raw materials, the reaction condition is mild, and the operation is simple and convenient. The chiral carboxylic acid is a novel protonic acid chiral catalyst. The chiral carboxylic acid compound is especially suitable for asymmetric reaction catalyzed by transition metal, and the product has high yield and enantioselectivity.
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Description

technical field

[0001] The invention belongs to the field of organic synthesis, and in particular relates to a novel synthesis method of chiral carboxylic acid and its application in ruthenium-catalyzed asymmetric synthesis of chiral sulfoximine derivatives. Background technique

[0002] Transition metal-catalyzed asymmetric carbon-hydrogen bond activation can construct a variety of chiral frameworks through one-step tube energization reactions of carbon-hydrogen bonds that are widely present in organic matter. Compared with the traditional asymmetric synthesis, it is simpler and more efficient and has great potential application value. It has developed into a frontier and hot field of asymmetric catalysis research. In the activation of carbon-hydrogen bonds catalyzed by high-valent metals such as palladium, rhodium, iridium, cobalt, and ruthenium, carboxylate groups are often added to assist in the completion of the alkali-assisted metallation process, so it is generally be...

Claims

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