Synthesis of tryptophans by alkylation of chiral glycine enolate equivalents with quaternary gramines
2015; Elsevier BV; Volume: 56; Issue: 43 Linguagem: Inglês
10.1016/j.tetlet.2015.09.017
ISSN1873-3581
AutoresMatiss Reinfelds, Konstantins Kalinins, Dace Katkevica, Ronalds Zemribo, Mārtiņš Katkevičs,
Tópico(s)Asymmetric Synthesis and Catalysis
ResumoQuaternary gramines were found to be a suitable source of the 3-methylindole fragment for diastereoselective alkylation. The best yields and stereoselectivity were obtained for the alkylation of a chiral William’s morpholinone enolate. Based on this transformation, a general method for the synthesis of enantiopure, indole ring substituted tryptophan derivatives was developed with good overall yields.
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