Premium
Synthetic Approaches to Anti‐Inflammatory Macrolactones of the Oxacyclododecindione Type
Author(s) -
Tauber Johannes,
Rudolph Kristina,
Rohr Markus,
Erkel Gerhard,
Opatz Till
Publication year - 2015
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.201500275
Subject(s) - chemistry , hydroacylation , ring closing metathesis , isomerization , metathesis , degree of unsaturation , stereochemistry , ring (chemistry) , combinatorial chemistry , organic chemistry , catalysis , polymer , rhodium , polymerization
Various synthetic approaches to the oxacyclododecindione‐type macrolactones, known for their potent anti‐inflammatory activity, are presented. These include an attempted carbonylative ring closure, a hydroacylation route, and an approach by ring‐closing metathesis and double bond isomerization, as well as a strategy including ring‐closing metathesis/unsaturation. The last route allowed the preparation of a bioactive analogue of the recently described 14‐deoxyoxacyclododecindione.