Journal
ORGANIC LETTERS
Volume 5, Issue 24, Pages 4641-4644Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol035797o
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- NCI NIH HHS [CA63572] Funding Source: Medline
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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.
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