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A variety of substituted 1-oxaspiro[4.4]non-6-ene, 1-oxaspiro[4.5]dec-6-ene, 6-oxaspiro[4.5]dec-1-ene and 1-oxaspiro[5.5]undec-7-ene systems have been prepared by utilizing Amberlyst-15-catalyzed intramolecular S N 2' oxaspirocyclizations of secondary allylic alcohols under mild reaction conditions in quantitative yields. This oxaspirocyclization was applied to the total synthesis of theaspirane...
A variety of substituted 1-oxaspiro[4.5]dec-6-ene and 1-oxaspiro[5.5]undec-7-ene systems have been prepared by utilizing Amberlyst-15-catalyzed S N 2' oxaspirocyclizations under mild reaction conditions (-20 o C) in quantitative yields. In this process, a tertiary allylic alcohol serves as the precursor of π-allylic carbocation and the primary, secondary or tertiary alcohol within...
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