Multicatalytic Enantioselective Borrowing Hydrogen δ-Lactonization Strategy from β-Keto Esters and Allylic Alcohols

Published as part of the Bürgenstock Special Section 2017 Future Stars in Organic Chemistry

Abstract

By combining an iron-catalyzed borrowing hydrogen of allylic alcohols with an enantioselective organocatalyzed Michael addition of β-keto esters followed by a subsequent DBU-promoted lactonization different enantioenriched δ-lactones have been synthesized with good enantioselectivities. The valuable building blocks, featuring in some cases challenging quaternary stereocenters, have been obtained with >90% ee.

Key words

organocatalysis - iron catalysis - lactone synthesis - borrowing hydrogen - multi-catalysis

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