Tetrahedron Letters p. 3891 - 3894 (1998)
Update date:2022-08-04
Topics:
Zemribo, Ronald
Mead, Keith T.
A series of spiroketal C2-acetals was treated with an alkylsilane reagent in the presence of either TMSOTf or BF3.OEt2 to effect C2- substitution. Regioselective alkylation was successful, but in each case a monoanomeric spiroketal was the unexpected major product. The sequence provides a model for the synthesis of the CD subunit of altohytrin A.
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