Premium
Our Recent Progress on the Intramolecular D iels– A lder Reaction Approach in Natural Products Synthesis: Synthetic Studies of the Octahydronaphthalene Substructure of Versipelostatins and the A / B / C ‐Tricyclic Substructure of GKK 1032s
Author(s) -
Tadano KinIchi
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201402008
Subject(s) - stereoselectivity , moiety , intramolecular force , chemistry , stereochemistry , enantiomer , combinatorial chemistry , organic chemistry , catalysis
During this decade, the enantio‐ and stereoselective synthesis of natural products has been actively explored in the author's laboratory. In this account, the author outlines practical syntheses of the polycyclic substructures of two novel structurally formidable antibiotics, namely, the trans ‐fused octahydronaphthalene moiety of versipelostatins and the A / B / C ‐tricyclic decahydrofluorene moiety of GKK1032s. Both syntheses have been achieved with remarkable regio‐ and stereoselectivity via intramolecular D iels– A lder reactions using well‐designed enantiomeric substrates.