Abstract
The Friedel-Crafts acylation of natural or unnatural amino acids in stereoretarded manner is willing to prescribed here. Depending on its main skeleton, the typical intra- and intermolecular Friedel-Crafts reaction of amino acids can be differentiated. The unique amino acid’s general structure can contribute to the reaction between its carboxyl group and the side chain. Depending on the Friedel-Crafts reaction condition, the amino acid’s optical retention can be retarded. This perspective can contribute to the development of this one-century reaction in the field of organic chemistry.
Graphical Abstract
[http://dx.doi.org/10.3390/molecules27185984] [PMID: 36144714]
[http://dx.doi.org/10.2174/138527208784245996]
[http://dx.doi.org/10.3390/molecules19056349] [PMID: 24840903]
[http://dx.doi.org/10.1021/jo00052a059]
[http://dx.doi.org/10.1021/jo048249c] [PMID: 15730331]
[http://dx.doi.org/10.1055/s-1997-1007]
[http://dx.doi.org/10.1055/s-2001-14563]
[http://dx.doi.org/10.1016/S0957-4166(00)00193-2]
[http://dx.doi.org/10.1016/j.tetlet.2008.09.013]
[http://dx.doi.org/10.1248/cpb.34.4516]
[http://dx.doi.org/10.3390/pr10091800]
[http://dx.doi.org/10.1021/jo00196a001]
[http://dx.doi.org/10.3390/catal7020040]
[http://dx.doi.org/10.1021/jo050226q] [PMID: 15960497]
[http://dx.doi.org/10.1021/jo061667s] [PMID: 17221955]
[http://dx.doi.org/10.1055/s-1999-3405]
[http://dx.doi.org/10.1002/cber.19881210119]
[http://dx.doi.org/10.1080/00304948.2011.582014]
[http://dx.doi.org/10.3987/COM-18-S(T)65]
[http://dx.doi.org/10.1002/ejoc.201300405]
[http://dx.doi.org/10.1039/C4RA10387D]
[http://dx.doi.org/10.1021/acspolymersau.2c00004] [PMID: 36855562]