Abstract
The proper generation of α-thiomethyllithium reagents via reductive lithiation or deprotonation followed by reaction with variously functionalized Weinreb amides represents an excellent method to access β-oxo thioethers. The procedure is adaptable to alkyl- or aryl- thiomethyllithium conjugates. It has the advantages of conceptual simplicity and versatility of the addn. of organometallics to Weinreb amides with the possibility to fully preserve the optical information contained in the starting materials.
Original language | English |
---|---|
Pages (from-to) | 2466-2470 |
Number of pages | 5 |
Journal | European Journal of Organic Chemistry |
Volume | 2018 |
Issue number | 20-21 |
DOIs | |
Publication status | Published - 7 Jun 2018 |
Austrian Fields of Science 2012
- 104015 Organic chemistry
Keywords
- Homologation
- Lithiation
- Weinreb amides
- Sulfur
- Ketones
- SULFENYLATED CARBONYL-COMPOUNDS
- CHLOROMETHYL ETHYL ETHER
- EFFICIENT SYNTHESIS
- LITHIUM CARBENOIDS
- KETO THIOETHERS
- STRAIGHTFORWARD ACCESS
- ORGANIC-SYNTHESIS
- HIGHLY EFFICIENT
- BOND FORMATION
- ISOCYANATES
- REAGENTS
- HALOMETHYLLITHIUMS
- CATALYST