Applications of the Nicholas Reaction in the Synthesis of Natural Products
Review article, 2012
The Nicholas reaction involves the treatment of a cobalt carbonyl-stabilized propargylic cation with a variety of nucleophiles to form a new carbon-carbon or carbon-heteroatom bond. Several features of this reaction make it especially well suited for applications in natural product synthesis, in particular when cyclic and polycyclic target molecules are involved. This review summarizes the results in this area from the last ten years, including approaches towards terpenes, alkaloids and marine natural products.
natural product
cobalt alkyne complex
enantioselective syntheses
Nicholas reaction
formal synthesis
jklm-ring fragment
organic-synthesis
propargylic substitution
synthesis
ciguatoxin 1b
8-membered cyclic ethers
Alkaloid
synthesis
marine polyether
stereoselective-synthesis
terpene
convergent
acetylene cobalt complex
Author
Nina Kann
Chalmers, Chemical and Biological Engineering, Organic Chemistry
Current Organic Chemistry
1385-2728 (ISSN)
Vol. 16 3 322-334Subject Categories
Organic Chemistry
DOI
10.2174/138527212799499949