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40.1.6.2.2.2 Reduction of Azetes

DOI: 10.1055/sos-SD-140-00195

Couty, F.Science of Synthesis Knowledge Updates, (20172467.

Radical addition of xanthates to strained N-(tert-butoxycarbonyl)azetes 32 following the powerful methodology developed by Zard co-workers affords excellent yields of trans-adducts 33 with complete regioselectivity and excellent diastereoselectivity (2:1 to 4:1 in favor of the trans-isomer).[‌56‌] Numerous examples illustrate the power of this novel strategy. The azetidines 33 can be reduced in good yield to give 3-substituted azetidines 34 (Scheme 10).

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