Abstract
(Chemical Equation Presented) Domino effect: The title reaction uses an asymmetric Michael/Henry reaction/acetalization/Lewis acid mediated allylation reaction to provide highly substituted tetrahydropyrans with excellent enantioselectivity (see scheme; TMS=trimethylsilyl). All the carbon atoms in the tetrahydropyran ring are substituted with different groups, and the relative and absolute stereochemistry of the five contiguous carbon centers are completely controlled.
Original language | English |
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Pages (from-to) | 3774-3779 |
Number of pages | 6 |
Journal | Angewandte Chemie - International Edition |
Volume | 50 |
Issue number | 16 |
DOIs | |
Publication status | Published - 2011 Apr 11 |
Externally published | Yes |
Keywords
- Asymmetric synthesis
- Domino reactions
- Michael addition
- Multicomponent reactions
- Organocatalysis
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)