Journal
ORGANIC LETTERS
Volume 14, Issue 1, Pages 314-317Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol203064r
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- Generalitat de Catalunya
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The first enantioselective total synthesis of the originally assigned structure of lyngbouilloside aglycon has been achieved using a particularly flexible route featuring an acylketene macrolactonization of a tertiary methyl carbinol as the key step. Comparison of the C13 chemical shifts of our synthetic aglycon with the ones pertaining to natural lyngbouilloside and lyngbyaloside C resulted in a possible stereochemical reassignment of the C11 stereogenic center.
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