Catalytic Asymmetric β,γ Activation of α,β‐Unsaturated γ‐Butyrolactams: Direct Approach to β,γ‐Functionalized Dihydropyranopyrrolidin‐2‐ones

This process provides a direct method for the enantioselective construction of bi- or tricyclic dihydropyranopyrrolidin-2-one skeletons in only one step.

Abstract

Skeleton in the closet: The title reaction enables the development of the first catalytic β,γ-selective Diels–Alder [4+2] annulation of α,β-unsaturated γ-butyrolactams (see scheme; Boc=tert-butoxycarbonyl, Ts=4-toluenesulfonyl). This process provides a direct method for the enantioselective construction of bi- or tricyclic dihydropyranopyrrolidin-2-one skeletons in only one step. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.