Totally Synthetic by Paul H. Docherty, 26 October 2006
Total Synthesis of Manassantin A
S. Hanessian, G. J. Reddy, N. Chahal, Org. Lett. 2006, 5477-5480.
This C2 symmetric target shows an opportunity for a two directional synthesis, but as the other members of the family lack this feature, Hanessian et al used a more linear route for part of this synthesis. Most impressive (although by no means novel) was the methylation of the alkene, delivering two methyl groups in excellent d.r. Addition of lithium dimethylcuprate with TMSCl gave the anti product, which was enolised and alkylated with methyl iodide to give the syn diastereoisomer as the major product.
Other than that, this is a really nice total synthesis of a structurally interesting target, utilising the aforementioned symmetry to their advantage later in this paper for the title compound.