Abstract
A concise stereoselective construction of sidechain of brassinolide ( 1), 25-methylbrassinolide ( 3) and 26, 27-bisnorbrassinolide ( 4), which involves β-alkylative 1,3- carbonyl transposition of the α,gb-unsaturated ketones 11 and 34 and α, β-unsaturated methyl ester 26, using the intact sidechain of hyodeoxycholic acid ( 2) as starting material, is described. The formal syntheses of 1, 3 and 4 were accomplished. In the mean time, 25-methylcastasterone ( 21), 26,27-bisnortyphasterol( 6) and the new 25-methyltyphasterol ( 5) were also synthesized.
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