Asymmetric Synthesis of (-)-Denticulatins A and B via Group-Selective Aldolization of a Meso Dialdehyde with a Chiral N-Propionylsultam.

Article abstract of DOI:10.1016/0040-4039(95)00787-D

Aldolization of meso dialdehyde 3 with a borylenolate obtained from chiral propionylsultam 4 yields efficiently lactols 5 with simultaneous generation of five stereogenic centers.Dithioketalization/O-desilylation of 5 affords acyclic diol 9 which is conve