Premium
First Synthesis of the [5‐5‐6‐6] Tetracyclic Framework of Spiropreussione B
Author(s) -
Chinta Bhavani Shankar,
Baire Beeraiah
Publication year - 2017
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.201700464
Subject(s) - chemistry , natural product , intramolecular force , total synthesis , stereochemistry , combinatorial chemistry , product (mathematics) , mathematics , geometry
Rapid synthesis of the [5‐5‐6‐6] tetracyclic system in the spirobionaphthalene natural product spiropreussione B was achieved. An intramolecular, thermal dehydrogenative Diels–Alder reaction was employed as the key step. Furthermore, this approach was extended to generate a library of structurally novel linear tetracyclic systems of spiropreussione B in a highly efficient manner. This report constitutes the first synthetic approach to the spiropreussione B natural product.