Related Experiment Videos
Total synthesis of (+/-)-asteriscanolide
M E Krafft1, Y Y Cheung, K A Abboud
1Department of Chemistry, Florida State University, Tallahassee, Florida 32306-4390, USA. mek@chem.fsu.edu
The Journal of Organic Chemistry
|October 30, 2001
Abstract:
The total synthesis of asteriscanolide (1) has been achieved by taking advantage on an intermolecular Pauson-Khand cycloaddition and a ring-closing metathesis as key bond-forming transformations. The approach incorporates the cyclooctane stereogenic center prior to ring formation. Interestingly, the ring-closing metathesis generates a new eight-membered ring with an "in-out" intrabridgehead relationship.