Synthesis of rac- and ent-fridamycin E
作者： Karsten Krohn , Wolfgang Baltus
DOI: 10.1016/S0040-4020(01)85091-2
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摘要: Abstract Racemic fridamycin E ( »c -1) was synthesized in two ways: 1. Addition of lithium ∈rt -butyl acetate to ketone 15 followed by ether and ester cleavage rac -1; 2. Grignard reaction allylmagnesium bromide with -18 subsequent ozonolysis, oxidation, methylation, cleavage. The enantiomer θt obtained Marschalk 7 the chiral building block 20 derived from (S)-lactic acid. A similar sequence converted ent -1 thus proving natural be (R)-configuration.
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