Abstract
Different binding motifs HXC=O have been screened in the enantioselective radical cyclization of various linear derivatives of 3-(3-iodopropoxy)propenoic acid. The reactions were performed in the presence of an enantiomerically pure, chiral 1,5,7-trimethyl-3-azabicyclo[3.3.1]nonan-2-one derivative, which acts as a hydrogen-binding template. The cyclized products were obtained in good to excellent yields (66-88%). Enantioselectivities up to 59% ee were achieved.
Original language | English |
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Article number | Z04608SS |
Pages (from-to) | 1559-1564 |
Number of pages | 6 |
Journal | Synthesis |
Issue number | 10 |
DOIs | |
State | Published - 19 May 2008 |
Keywords
- Cyclizations
- Enantioselectivity
- Lactams
- Radical reactions
- Supramolecular chemistry