CEPHALOSTATIN CHEMISTRY .5. CHROMIUM[II]-MEDIATED REDUCTIVE CLEAVAGE OF A TERTIARY HALIDE BEARING 3 BETA-ALKOXY GROUPS - SYNTHESIS OF THE NORTH HEXACYCLIC STEROID UNIT OF THE CEPHALOSTATIN FAMILY
Sk. Kim et al., CEPHALOSTATIN CHEMISTRY .5. CHROMIUM[II]-MEDIATED REDUCTIVE CLEAVAGE OF A TERTIARY HALIDE BEARING 3 BETA-ALKOXY GROUPS - SYNTHESIS OF THE NORTH HEXACYCLIC STEROID UNIT OF THE CEPHALOSTATIN FAMILY, Tetrahedron letters, 36(14), 1995, pp. 2427-2430
Transformation of aldehyde 4 to 17nat, a hexacyclic steroid bearing th
e requisite functionality and spiroketal stereochemistry of the North
portion of the cephalostatin family is described. The key reaction inv
olves CrCl2 mediated reductive cleavage of a tertiary bromide which is
beta to three alkoxy groups.