A Concise and Stereoselective Route to the Predominant Stereochemical Pattern of the Tetrahydropyranoid Antibiotics: An Application to Indanomycin

Article abstract of DOI:10.1021/ja00241a028

The reactions of (E)- and (Z)-crotylsilanes of the type R3Si-CH2-CH=CH-CH3 with activated glycal derivatives in the presence of BF3 etherate have been examined.In all cases, the reactions were regiospecific, resulting in incorporation of a 3-methylprop-1-