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ChemInform Abstract: Formation and Reaction of 2-Metalated N-Boc-4,4-dimethyl-1,3-oxazolidines in the Presence of (-)-Sparteine: New Chiral Formyl Anion Equivalents
- Source :
- ChemInform. 30
- Publication Year :
- 2010
- Publisher :
- Wiley, 2010.
-
Abstract
- Lithiation of N -Boc-4,4-dimethyl-1,3-oxazolidine with s -BuLi and the following reaction with benzaldehyde was carried out in the presence of (−)-sparteine. The reaction was not diastereoselective ( syn : anti =46:54), but each isomer of the adducts was obtained enantioselectively ( syn : 90% ee, anti : 88% ee). Addition of MgBr 2 to the reaction mixture increased the diastereoselectivity to syn : anti =90:10.
Details
- ISSN :
- 15222667 and 09317597
- Volume :
- 30
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........9e5c4ce5d0a8ef8242a556ac7e7f3daf