Abstract
Photocycloaddition of 2,2-diisopropyl-1,3-dioxol ( 1) with methyl trimethylpyruvate ( 2c) leads to the bicyclic oxetane 3c in high (> 98%) diastereoisomeric excess. X-ray analysis of 3c revealed the endo-tert.-butyl configuration. Semiempirical calculations (AM1) indicate that kinetic product control exists which can be rationalized with spin-orbit coupling elements.
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