Abstract
Spiro(γ-butyrolactam-γ-butyrolactone): A route to enantioenriched spiro(γ-butyrolactam-γ-butyrolactone) compounds, a valuable motif for drug discovery, was developed by use of a highly efficient copper(I)/TF-BiphamPhos-catalyzed tandem Michael addition-elimination of homoserine lactone derived cyclic imino esters with Morita-Baylis-Hillman (MBH) bromides, followed by treatment with para-toluenesulfonic acid (see scheme).
Original language | English |
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Pages (from-to) | 12614-12618 |
Number of pages | 5 |
Journal | Chemistry - A European Journal |
Volume | 18 |
Issue number | 40 |
DOIs | |
Publication status | Published - 1 Oct 2012 |
Externally published | Yes |
Keywords
- asymmetric catalysis
- bromides
- diastereoselectivity
- enantioselectivity
- imino esters
- spiro compounds
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Teng, H. L., Huang, H., & Wang, C. J. (2012). Catalytic asymmetric construction of spiro(γ-butyrolactam-γ- butyrolactone) moieties through sequential reactions of cyclic imino esters with Morita-Baylis-Hillman bromides. Chemistry - A European Journal, 18(40), 12614-12618. https://doi.org/10.1002/chem.201201475