
pmid: 14627404
[reaction: see text] The enantioselective synthesis of the (+)-leucascandrolide A macrolactone has been achieved in 20 linear steps from 1,3-propanediol. The key steps in the synthesis are a reductive cleavage of bicyclic ketal 5 to establish the C15 stereogenic center and a diastereoselective aldol of the boron enolate of methyl ketone 3 to aldehyde 4 in preparation for a heteroconjugate addition for the introduction of the C3 stereocenter.
Aldehydes, Molecular Structure, Stereoisomerism, Ketones, Sesquiterpenes
Aldehydes, Molecular Structure, Stereoisomerism, Ketones, Sesquiterpenes
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