Premium
Total Synthesis of (−)‐Melotenine A
Author(s) -
Zhao Senzhi,
Sirasani Gopal,
Vaddypally Shivaiah,
Zdilla Michael J.,
Andrade Rodrigo B.
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.201302517
Subject(s) - computer science
'Melo' out : A concise asymmetric synthesis of (−)‐melotenine A has been accomplished in fourteen steps and 1 % overall yield from commercial N ‐tosylindole‐3‐carboxaldehyde. Key steps include a Piers annulation, an intermolecular vinylogous aldol reaction, and a novel one‐pot sequence to prepare the ABCE tetracycle. Boc= tert ‐butoxycarbonyl, Ts=4‐toluenesulfonyl.