Ytterbium triflate-catalyzed asymmetric hetero Diels-Alder cycloaddition of a 1-thiabuta-1,3-diene with a chiral N-acryloyloxazolidinone dienophile. Diastereoface control by solvents or achiral additives
โ Scribed by Takao Saito; Mikako Kawamura; Jun-ichi Nishimura
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 182 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Ytterbium triflate [Yb(OTf)3]-catalyzed asymmetric hetero Diels-Alder cycloaddition reaction of 2,4-diphenyl-l-thiabuta-l,3-diene with (S)-N-acryloyl-4-benzyl-l,3-oxazolidin-2-one is described in which the sense of the ~-faciai selectivity can be controlled by solvents or additives employed without altering the auxiliary chirality for the asymmetric induction.
๐ SIMILAR VOLUMES
Me2AICI -and TiCl4-catalyzed asymmetric hetero Diels-Alder cycloaddition reactions of 2,4-diphenyl-l-thiabuta-l,3-diene with (S)-N-acryloyl-and (S)-N-crotonoyl-4-benzyl-l,3-oxazolidin-2one dienophiles are described in which not only the sense of the n-facial selectivity but also the degree dramatica