Journal
ORGANIC LETTERS
Volume 5, Issue 25, Pages 4819-4822Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol035849+
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[GRAPHICS] The synthesis of the C-1-C-28 ABCD fragment of spongistatin is described. Anti-selective boron-mediated aldol coupling of a CD spiroketal ketone fragment to an AB spiroketal aldehyde unit forms the desired C1-C28 advanced intermediate. Other features include the double conjugate addition of a dithiol to an ynone to generate the key beta-keto-dithiane unit required for the synthesis of the AB spiroketal fragment.
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