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γ-氨基酸的高效合成及其对映选择性的调控尝试。

An efficient synthesis of gamma-amino acids and attempts to drive its enantioselectivity.

作者信息

Gil Salvador, Parra Margarita, Rodríguez Pablo

机构信息

Department de Organic Chemistry, Universitat de València, Dr. Moliner 50, 46100 Burjassot, Spain.

出版信息

Molecules. 2008 Mar 27;13(4):716-28. doi: 10.3390/molecules13040716.

DOI:10.3390/molecules13040716
PMID:18463573
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6245315/
Abstract

Addition of carboxylic acid dianions to bromoacetonitrile lead, in good yields,to the corresponding gamma-cyanoacids, which on hydrogenation yielded gamma-amino acids. This two step methodology improves upon previously described results. Poor e.e's resultedfrom our attempts to drive the enantioselectivity of this transformation by chiral amide induction.

摘要

向溴乙腈中加入羧酸二阴离子,可高产率地得到相应的γ-氰基酸,γ-氰基酸经氢化可得到γ-氨基酸。这种两步法比先前描述的结果有所改进。我们试图通过手性酰胺诱导来驱动这种转化的对映选择性,但得到的对映体过量值较低。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/668899bde387/molecules-13-00716-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/8b573fe736ac/molecules-13-00716-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/5ab8e483effa/molecules-13-00716-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/668899bde387/molecules-13-00716-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/8b573fe736ac/molecules-13-00716-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/5ab8e483effa/molecules-13-00716-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d99a/6245315/668899bde387/molecules-13-00716-g001.jpg

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