Chemodivergent and Stereoselective Access to Fused Isoxazoline Azetidines and Thietanes through [3 +
Andreas N Baumann1, Felix Reiners1, Thomas Juli1
1Department of Chemistry and Pharmacy , Ludwig-Maximilians-Universität München , Butenandtstraße 5-13 , 81377 Munich , Germany.
Abstract:
By combining efficient methodologies for the preparation of substituted azetines and thietes with a highly regio- and diastereoselective [3 + 2]-cycloaddition, a straightforward pathway for the synthesis of fused isoxazoline azetidines and thietanes has been designed. With minimal steps and starting from commercial sources, a new library of elaborated architectures was synthesized opening up a new class of molecules with large potential in pharmacology. Finally, a retro [2 + 2]-cycloaddition leading to substituted isoxazoles is described.
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