Yeung_et_al-2016-Angewandte_Chemie_International_Edition.pdf (1.43 MB)
Enantioselective Generation of Adjacent Stereocenters in a Copper-Catalyzed Three-Component Coupling of Imines, Allenes, and Diboranes
journal contribution
posted on 2019-09-18, 14:37 authored by Kay Yeung, Rebecca E. Ruscoe, James Rae, Alexander P. Pulis, David J. ProcterA highly enantio‐ and diastereoselective copper‐catalyzed three‐component coupling affords the first general synthesis of homoallylic amines bearing adjacent stereocenters from achiral starting materials. The method utilizes a commercially available NHC ligand and copper source, operates at ambient temperature, couples readily available simple imines, allenes, and diboranes, and yields high‐value homoallylic amines that exhibit versatile amino, alkenyl, and boryl units.
Funding
We thank the University of Manchester (President's Scholarship to K.Y. and Lectureship to A.P.P.), the SCI (Scholarship to K.Y.), the BBSRC (DTP Studentship to R.E.R.), and the EPSRC (Studentships to K.Y. and J.R. and Established Career Fellowship to D.J.P.).
History
Citation
Angewandte Chemie International Edition, 2016, 55 (39), pp. 11912-11916Author affiliation
/Organisation/COLLEGE OF SCIENCE AND ENGINEERING/Department of ChemistryVersion
- VoR (Version of Record)