Premium
Development of the Vinylogous Pictet–Spengler Cyclization and Total Synthesis of (±)‐Lundurine A
Author(s) -
Nash Aaron,
Qi Xiangbing,
Maity Pradip,
Owens Kyle,
Tambar Uttam K.
Publication year - 2018
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.201803702
Subject(s) - pictet–spengler reaction , chemistry , stereochemistry
A novel vinylogous Pictet–Spengler cyclization has been developed for the generation of indole‐annulated medium‐sized rings. The method enables the synthesis of tetrahydroazocinoindoles with a fully substituted carbon center, a prevalent structural motif in many biologically active alkaloids. The strategy has been applied to the total synthesis of (±)‐lundurine A.