Modular access to vicinally functionalized allylic (thio)morpholinonates and piperidinonates by substrate-controlled annulation of 1,3-azadienes with hexacyclic anhydrides

Hannah Braunstein; Spencer Langevin; Monique Khim; Jonathan Adamson; Katie Hovenkotter; Lindsey Kotlarz; Brandon Mansker; Timothy K Beng

doi:10.1039/c6ob01526c

Modular access to vicinally functionalized allylic (thio)morpholinonates and piperidinonates by substrate-controlled annulation of 1,3-azadienes with hexacyclic anhydrides

Org Biomol Chem. 2016 Sep 21;14(37):8864-8872. doi: 10.1039/c6ob01526c.

Authors

Hannah Braunstein¹, Spencer Langevin¹, Monique Khim¹, Jonathan Adamson¹, Katie Hovenkotter¹, Lindsey Kotlarz¹, Brandon Mansker¹, Timothy K Beng¹

Affiliation

¹ Department of Chemistry, Central Washington University, Ellensburg, WA 98926, USA. TimothyB@cwu.edu.

PMID: 27714224
DOI: 10.1039/c6ob01526c

Abstract

A modular substrate-controlled hexannulation of inherently promiscuous 1,3-azadienes with hexacyclic anhydrides, which affords versatile vicinally functionalized allylic lactams, in high yields, regio- and stereoselectivities is described.