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Title
| - A Reductive Cyclization Approach to Attenol A
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Abstract
| - A reductive cyclization strategy was applied to the synthesis of attenol A. This nontraditional approachto the spiroacetal structure illustrated several advantages of the reductive cyclization methodology. Theattenol A core was formed in a carbon−carbon bond coupling that gave rise to a previously inaccessiblespiroacetal epimer, a new method to synthesize thioketene acetals from a phenyl sulfone was realized,and the configurational stability of a nonanomeric spiroacetal was evaluated. A minor byproduct in thereductive cyclization reaction was identified that for the first time allowed direct evaluation of thestereoselectivity in a reductive cyclization of a dialkyloxy alkyllithium reagent.
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