Formation of 6-Azaindoles by Intramolecular Diels-Alder Reaction of Oxazoles and Total Synthesis of Marinoquinoline A
A new variant of the intramolecular Diels-Alder oxazole (IMDAO) cycloaddition that provides direct access to 6-azaindoles was developed. The IMDAO reaction was applied in a total synthesis of the aminophenylpyrrole-derived alkaloid marinoquinoline A, also
Jhaveri, Dishit P.,Osano, Mana,Wipf, Peter
supporting information
p. 2215 - 2219
(2020/04/09)
Oxidative rearrangement of 2-furylcarbamates with dimethyldioxirane: A high-yielding preparation of 5-hydroxypyrrol-2(5H)-ones
A mild, general and efficient method for the oxidative rearrangement of 2-furylcarbamates to N-Boc-5-hydroxypyrrol-2(5H)-ones is reported. The feasibility of removing the Boc group from the products was demonstrated by the synthesis of two hitherto unknown 5-aryl-5-hydroxypyrrol-2(5H)-ones.
Boukouvalas, John,Loach, Richard P.,Ouellet, Etienne
scheme or table
p. 5047 - 5050
(2011/10/09)
SYNTHESIS OF (+/-)-JATROPHAM, AN ANTITUMOR ALKALOID FROM JATROPHA MACRORHIZA
The synthesis of jatropham, assigned as 5-hydroxy-3-methyl-3-pyrrolin-2-one 4, and of its 4-methyl isomer 14 is achieved utilizing an autoxidation of 2-furylcarbamates 2 and 11 as the key step.