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Concise Total Synthesis of Dehaloperophoramidine
Author(s) -
Popov Kirill,
Hoang Anita,
Somfai Peter
Publication year - 2016
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.201510661
Subject(s) - domino , total synthesis , sequence (biology) , stereochemistry , substrate (aquarium) , chemistry , combinatorial chemistry , computational biology , biology , organic chemistry , catalysis , biochemistry , ecology
Perophoramidine, dehaloperophoramidine, and communesin F are structurally related alkaloids having intriguing polycyclic structures. A strategy for the synthesis of dehaloperophoramidine has been developed. In this synthesis all skeletal atoms and all functional groups required to reach the target molecule are incorporated early in the sequence. This approach led to the discovery of two novel substrate‐specific domino processes, one encompassing four steps and the other comprising five steps, thus resulting in an eight‐step synthesis of dehaloperophoramidine.