Enantioselective Synthesis of α-Methylene-γ-Lactams. Nucleophilic Addition of a Chirally Modified β-Functionalized Allylboronate Reagent to Imines
- 1 March 1998
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1998 (3) , 275-276
- https://doi.org/10.1055/s-1998-1624
Abstract
The reaction of β-functionalized allylboronate 1 derived from endo-2-phenyl-exo-2,3-bornanediol with imines affords homoallylic amines and α-methylene-γ-lactams in good yields and high enantioselectivity (ee ≥94%). A mechanism of the carbalkoxyallylboration reaction is proposed to explain the excellent asymmetric induction.Keywords
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