TOTAL SYNTHESIS OF HALICHONDRINS: ENANTIOSELECTIVE CONSTRUCTION OF A HOMOCHIRAL TETRACYCLIC KLMN-RING INTERMEDIATE FROM D-MANNITOL

Article abstract of DOI:10.1016/S0040-4039(00)73673-2

An efficient strategy exploiting C2 symmetry and featuring diastereoselective conjugate addition of Li2Me2CuCN to a γ-alkoxy-α,β-unsaturated acylsilane and diastereoselective spiroketalization provides a key tetracyclic KLMN-ring intermediate for halichondrin B from D-mannitol.