Toward a General Synthesis of A-Ring Trihydroxylated Vitamin D Analogs: Synthesis of an A-Ring Synthon of ED-71 from D-Arabinose

Article abstract of DOI:10.1016/0040-4039(95)02008-D

(3R,4S,5R)-3, 4-(O-isopropylidene)-5-(tert-butyldimethylsiloxy)-1-octene-7-yne was synthesized from D-arabinose in 9 steps and 28percent yield and coupled via the Trost-Dumas carbopalladation method to a steroidal CD-ring fragment to yield 1α,2β-dihydroxy