A Serendipitous Synthesis of the Novel Spiroacetal Core of Cynandione B
The novel spiroacetal core of cynandione B 2 is prepared from the isochromenone (S)-mellein 4 by treatment with methylmagnesium bromide. The expected lactol product undergoes spontaneous dimerization to form the spiroacetal system 8 as a single diastereoisomer, the stereochemistry of which is established from a single crystal X-ray structure analysis of a methanol solvate.
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2011 ◽
Vol 13
(4)
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pp. 684-690
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1998 ◽
Vol 52
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pp. 702-708
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1979 ◽
Vol 34
(3)
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pp. 434-436
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