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Total Synthesis of an Anticancer Natural Product (±)‐Peharmaline A and Its Analogues
Author(s) -
Kulkarni Akshay S.,
Shingare Rahul D.,
Dandela Rambabu,
Reddy D. Srinivasa
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800949
Subject(s) - chemistry , natural product , total synthesis , stereoselectivity , stereochemistry , pictet–spengler reaction , alkaloid , carbon skeleton , combinatorial chemistry , tricyclic , carbon chain , organic chemistry , catalysis
First total synthesis of a rare β‐carboline–vasicinone hybrid alkaloid (±)‐peharmaline A has been accomplished in just 3 steps starting from known compounds. Stereoselective Pictet–Spengler reaction to nitrogenated tertiary carbon center and one‐pot construction of the tricyclic skeleton of vasicinone are the highlights of present synthesis. We have also synthesized structurally close analogues of the natural product by following the developed route.