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Enantiospecific Total Synthesis of N ‐Methylwelwitindolinone D Isonitrile
Author(s) -
Styduhar Evan D.,
Huters Alexander D.,
Weires Nicholas A.,
Garg Neil K.
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201307464
Subject(s) - total synthesis , derivative (finance) , oxindole , natural product , chemistry , stereochemistry , ring (chemistry) , substrate (aquarium) , tetrahydrofuran , carvone , combinatorial chemistry , organic chemistry , catalysis , limonene , chromatography , biology , solvent , essential oil , financial economics , economics , ecology
The total synthesis of N ‐methylwelwitindolinone D isonitrile ( 1 ) has been achieved in 17 steps from a readily available carvone derivative. The route features a double C–H functionalization event involving a keto oxindole substrate to introduce the tetrahydrofuran ring of the natural product.