Direct Catalytic Asymmetric Mannich-Type Reaction of α-Sulfanyl Lactones

Sho Takechi, Naoya Kumagai, Masakatsu Shibasaki

Organic Letters · 2013 · 24 citations · 53 references

Concepts

Abstract

Catalytic asymmetric Mannich-type reactions of α-sulfanyl lactones to aldimines were promoted by a chiral Ag complex/DBU binary catalyst. The reaction proceeded in a syn-selective manner in high enantioselectivity. Alkylative activation of the sulfide of the Mannich adduct allowed for the formation of trisubstituted aziridines.

References

53