RT Journal Article
T1 Efficient Synthesis of N-Prenylpyrroloindoline and N-Prenylindole Alkaloids Based on a New Four-Reaction Anionic Domino Process
A1 López-Alvarado Gutiérrez, María Pilar
A1 Caballero, Esmeralda
A1 Avendaño López, María Carmen
A1 Menéndez Ramos, José Carlos
AB Treatment of 2,5-diketopiperazines or carbamates derived from tryptophan or tryptamine with iodomethyltrimethylsilane followed by lithium hexamethyldisilazane and a prenyl halide produced stereoselectively derivatives of the hexahydropyrrolo[2,3-b]indole system bearing prenyl substituents both at C-3a and at the indoline nitrogen in a one-pot procedure involving a novel four-reaction anionic domino process. The reaction was applied to the preparation of N-prenyltryprostatin B and to achieving a very efficient formal total synthesis of the biologically active marine natural product (±)-debromoflustramine B.
PB American Chemical Society
YR 2006
FD 2006
LK https://hdl.handle.net/20.500.14352/133338
UL https://hdl.handle.net/20.500.14352/133338
LA eng
NO Org. Lett. 2006, 8, 19, 4303–4306
DS Docta Complutense
RD 18 mar 2026