Enantioselective total synthesis of (+)-asteriscanolide via Rh (I)-catalyzed [(5+ 2)+ 1] reaction

Y Liang, X Jiang, ZX Yu - Chemical Communications, 2011 - pubs.rsc.org
Chemical Communications, 2011pubs.rsc.org
The total synthesis of (+)-asteriscanolide starting from two commercially available materials
has been accomplished in 19 steps with a 3.8% overall yield. The key reaction is a chiral
ene-vinylcyclopropane substrate induced Rh (I)-catalyzed [(5+ 2)+ 1] cycloaddition that
efficiently constructs the [6.3. 0] carbocyclic core with complete asymmetric induction.
The total synthesis of (+)-asteriscanolide starting from two commercially available materials has been accomplished in 19 steps with a 3.8% overall yield. The key reaction is a chiral ene-vinylcyclopropane substrate induced Rh(I)-catalyzed [(5+2)+1] cycloaddition that efficiently constructs the [6.3.0] carbocyclic core with complete asymmetric induction.
The Royal Society of Chemistry
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