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Synthetic (±)‐Axinellamines Deficient in Halogen
Author(s) -
Ding Hui,
Roberts Andrew G.,
Harran Patrick G.
Publication year - 2012
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.201200205
Subject(s) - set (abstract data type) , computer science , ring (chemistry) , pyrrole , natural (archaeology) , natural product , imidazole , scheme (mathematics) , product (mathematics) , combinatorial chemistry , information retrieval , chemistry , stereochemistry , history , organic chemistry , mathematics , programming language , archaeology , mathematical analysis , geometry
Hiding in plain sight : Tailored synthetic dimers of the natural product dispacamide exist as a dynamic set of structural isomers. These materials isomerize readily to unveil a spirocyclic glycocyamidine from which ring systems common to complex pyrrole/imidazole alkaloids can be derived. Fully synthetic axinellamine congeners have been prepared in this way (see scheme), wherein a host of unusual and unanticipated reactions are employed.