The ‘Mikami’-Catalyst in Enantioselective Diels–Alder Reactions of Juglone-Based Dienophiles with Different 1-Oxygenated Dienes: An Investigation on the Substitution Pattern Dependent Regioselectivity

Abstract

A mechanistic study investigating the substitution pattern depending regioselectivity of enantioselective BINOL-Ti-catalyzed­ Diels–Alder reactions of juglone-based dienophiles with 1-oxygenated dienes is reported. The different influences of residues both on the diene as well as on the dienophiles are investigated giving a detailed picture of their role on the regioselectivity.

Key words

catalysis - Diels–Alder reaction - Lewis acids - regioselectivity - enantioselectivity

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