Highly functionalized donor–acceptor cyclopropanes applied toward the synthesis of the Melodinus alkaloids
A series of highly substituted vinylcyclopropanes were prepared and examined as reaction partners in a palladium-catalyzed (3 + 2) cycloaddition with nitrostyrenes. Described herein are our efforts to synthesize an elusive 1,1-divinylcyclopropane by several distinct approaches, and to apply surrogates of this fragment toward the synthesis of the Melodinus alkaloids.
© 2014 Elsevier Ltd. Received Date: 14 August 2014; Revised Date: 28 August 2014; Accepted Date: 3 September 2014; Available online 16 September 2014. The authors wish to thank NIH-NIGMS (R01GM080269-01), Amgen, and Caltech for financial support. A.F.G.G. thanks the Natural Sciences and Engineering Research Council (NSERC) of Canada for a PGS D scholarship. R.A.C. gratefully acknowledges the support of this work provided by a fellowship from the National Cancer Institute of the National Institutes of Health under Award Number F31CA174359.
Accepted Version - nihms627841.pdf