Journal
ORGANIC LETTERS
Volume 7, Issue 25, Pages 5573-5576Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol052039k
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[GRAPHIC] The stereocontrolled total synthesis of (-)-spirofungin A (1) and (+)-spirofungin B (2a), polyketide-type antibiotics having various antifungal activities, has been achieved employing the Weinreb amide 8, the alkyne 9, and the vinyl boronate 5 readily available from the common intermediate 10. The first synthesis proceeded with a longest linear sequence of 31 steps, affording (-)-l and (+)-2a in 7.9% and 5.2% overall yields, respectively.
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