期刊
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
卷 -, 期 -, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/bkcs.12786
关键词
mild condition; reductive amination; scalable synthesis; stereoselective synthesis; beta-amino acid
This article presents an optimized method for the stereoselective synthesis of five-membered alicyclic and heterocyclic trans-beta-amino acid derivatives, which allows for high yields and scalable production of the desired building blocks.
We present an optimized method for the stereoselective synthesis of five-membered alicyclic and heterocyclic trans-beta-amino acid derivatives. The process involves a reductive amination of beta-keto esters using chiral auxiliary amines, with formic acid acting as a facilitator for rapid, diastereoselective reductions under gentle conditions. Our approach notably enhances isolated yields and permits the scalable production of trans-2-aminocyclopentanecarboxylic acid (trans-ACPC), 4-aminopyrrolidine-3-carboxylic acid (trans-APC), 4-aminotetrahydrofuran-3-carboxylic acid (trans-ATFC), and 4-aminotetrahydrothiophene-3-carboxylic acid (trans-ATTC) building blocks.
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