314021-43-7Relevant articles and documents
Studies Directed toward the Total Synthesis of Azaspiracid: Stereoselective Construction of C1-C12, C13-C19, and C21-C25 Fragments
Carter, Rich G.,Weldon, David J.
, p. 3913 - 3916 (2007/10/03)
equation presented The efficient entry to the C1-C12, C13-C19, and C21-C25 fragments of azaspiracid is outlined. The C1-C12 portion is constructed using a key asymmetric allenyl borane addition to the corresponding α,β-unsaturated aldehyde. The synthesis of the C13-C19 portion utilizes an Evans asymmetric alkylation followed by Sharpless asymmetric dihydroxylation. In addition, a novel solution to the mismatched effects of a neighboring chiral oxazolidinone during a Sharpless dihydroxylation is detailed.