Regioselective ring cleavage of chiral β-trichloromethyl-β-propiolactone with organoaluminum compounds for the synthesis of optically active intermediates
✍ Scribed by Tamotsu Fujisawa; Takatoshi Ito; Shin Nishiura; Makoto Shimizu
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 264 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
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📜 SIMILAR VOLUMES
The reaction of enantiomerically pure [3-~ichloromethyl-13-propiolactone (1) as a chiral building block with an aromatic compound in the presence of Lewis acid provided an acylated product with a chiral trichloromethyl carbinol moiety. The acylated product was used as an effective chiral synthon for
Facile Synthesis of (S)-β-Hydroxy-β-trichloromethylated Aromatic Ketones by the Regioselective Ring Cleavage of Chiral β-Trichloromethyl-β-propiolactone under the Friedel-Crafts Conditions. -The enantiopure lactone (I) undergoes regioselective Friedel-Crafts acylation with a variety of arenes to giv