Synthesis of spiro-compounds: use of diselenoacetals for generation of quaternary centres by alkylation and radical cyclization

Abstract
Ketones are readily converted viathe corresponding diphenyl diselenoacetals (2) into selenides (5) which undergo radical 5-exo cyclization to spiro-compounds (7) on treatment with triphenyltin hydride and azoisobutyronitrile; an analogous sequence serves for the preparation of spiro-lactones (12).

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