A Protecting-Group-Free Synthesis of Hagen’s Gland Lactones
2012
Fernandes, Rodney A. | Kattanguru, Pullaiah
A practical protecting group free synthesis of Hagen’s gland lactones 1 and 2 is accomplished in four steps and 25.6 and 37.4% overall yields, respectively. The strategy relies on a one-pot conversion of d-glucono-δ-lactone to β-hydroxy-γ-vinyl-γ-lactone, cross-metathesis, and iodocyclization–deiodinization as key steps.
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