Regioselective ring cleavage of chiral β-trichloromethyl-β-propiolactone with organoaluminum compounds for the synthesis of optically active intermediates
T Fujisawa, T Ito, S Nishiura, M Shimizu
Index: Fujisawa, Tamotsu; Ito, Takatoshi; Nishiura, Shin; Shimizu, Makoto Tetrahedron Letters, 1998 , vol. 39, # 52 p. 9735 - 9738
Full Text: HTML
Citation Number: 16
Abstract
A novel alkylating ring cleavage reaction of enantiomerically pure β-trichloromethyl-β- propiolactone as a chiral building block with organoaluminum compounds provided ring- opened products with a chiral trichloromethyl carbinol moiety. A product was demonstrated to be used as an effective chiral synthon for the synthesis of chiral bioactive derivatives such as ipsdienol and sodium cilastatin.
Related Articles:
[Zheng, Ren-Chao; Wang, Yuan-Shan; Zheng, Yu-Guo; Shen, Yin-Chu Catalysis Communications, 2012 , vol. 18, p. 68 - 71]
[Graham, Donald W.; Ashton, Wallace T.; Barash, Louis; Brown, Jeannette E.; Brown, Ronald D.; et al. Journal of Medicinal Chemistry, 1987 , vol. 30, # 6 p. 1074 - 1090]
[Journal of Medicinal Chemistry, , vol. 30, # 6 p. 1074 - 1090]
[Tetrahedron Letters, , vol. 39, # 52 p. 9735 - 9738]