Catalytic Asymmetric Vinylogous Aldol-Type Reactions of Aldehydes with Allyl Phosphonate and Allyl Sulfone
351 Pages Posted: 23 Jan 2019 Sneak Peek Status: Under ReviewMore...
Two catalytic asymmetric vinylogous aldol-type reactions of aldehydes with allyl phosphonate and allyl sulfone have been uncovered in good to high yields for the first time. The bulky ligand — (R)-DTBM-SEGPHOS was found to be the key to perfectly control both regio- and enantioselectivities. Transformations of the vinylogous products (including Horner-Wadsworth-Emmons olefination and Julia olefination) were successfully realized by virtue of the phosphonate and the sulfone moieties. Moreover, the present methodology was successful applied in the asymmetric synthesis of natural products.
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