1374109-83-7Relevant articles and documents
Asymmetric Synthesis of the Aromatic Fragment of Sespendole
Ono, Yoshiki,Nakazaki, Atsuo,Ueki, Kaori,Higuchi, Keiko,Sriphana, Uraiwan,Adachi, Masaatsu,Nishikawa, Toshio
, p. 9750 - 9757 (2019)
Sespendole is an indole sesquiterpene alkaloid bearing two isoprenyl groups, one of which is highly oxidized. Herein, we disclose an eight-step synthesis of the aromatic fragment of sespendole in an optically pure form, starting from 4-bromo-2-fluoronitrobenzene. The key steps were a Claisen rearrangement at room temperature for introduction of the prenyl group and a coupling between the dianion generated from prenylated bromo-N-tosylanilide and a chiral epoxy aldehyde.
