Synthesis of tryptophans by alkylation of chiral glycine enolate equivalents with quaternary gramines
2015
Reinfelds, Matiss | Kalinins, Konstantins | Katkevica, Dace | Zemribo, Ronalds | Katkevics, Martins
Quaternary 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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