Diastereoselective intramolecular photochemical [2 + 2] cycloaddition reactions of tethered l-(+)-valinol derived tetrahydrophthalimides

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Kevin I. Booker-Milburn, Sirin Gulten and Andrew Sharpe


Abstract

Intramolecular photochemical [2 + 2] cycloaddition of allyl alcohol linked to amino acid derived 3,4,5,6-tetrahydrophthalimides, either via a carbonate or silicon tether, gives the corresponding cyclobutanes in excellent yield with diastereoselectivities as high as 8:1.


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