Kinetic resolution of racemic carboxylic acids and alcohols with homochiral alcohols and carboxylic acids, respectively, and the Mukaiyama or Palomo reagents

作者: Angel Mazón , Carmen Nájera , Miguel Yus , Andreas Heumann

DOI: 10.1016/0957-4166(92)80022-O

关键词: Kinetic resolutionOrganic chemistryAlcohol oxidationReagentTriethylamineChemistry

摘要: Abstract The Mukaiyama and Palomo reagents have been used for the kinetic resolution of racemic carboxylic acids or alcohols with homochiral acids, respectively, in presence triethylamine. Thus, enantiomerically enriched (e.e.

参考文章(11)
Masato Kitamura, Isamu Kasahara, Kenji Manabe, Ryoji Noyori, Hidemasa Takaya, Kinetic resolution of racemic allylic alcohols by BINAP-ruthenium(II) catalyzed hydrogenation Journal of Organic Chemistry. ,vol. 53, pp. 708- 710 ,(1988) , 10.1021/JO00238A048
Rafael Chinchilla, Carmen Nájera, Migeul Yus, Andreas Heumann, Kinetic resolution of racemic carboxylic acids with homochiral alcohols and dicyclohexylcarbodiimide Tetrahedron-asymmetry. ,vol. 2, pp. 101- 104 ,(1991) , 10.1016/S0957-4166(00)80527-3
Rafael Chinchilla, Carmen Nájera, Miguel Yus, Andreas Heumann, Kinetic resolution of racemic alcohols with chiral car☐ylic acids and dicyclohexylcarbodiimide Tetrahedron-asymmetry. ,vol. 1, pp. 851- 854 ,(1990) , 10.1016/S0957-4166(00)82271-5
E.J Corey, Gregory A Reichard, Enantioselective and practical syntheses of R- and S-fluoxetines Tetrahedron Letters. ,vol. 30, pp. 5207- 5210 ,(1989) , 10.1016/S0040-4039(01)93743-8
Tamio Hayashi, Yonetatsu Matsumoto, Yoshihiko Ito, Catalytic asymmetric hydroboration of styrenes Journal of the American Chemical Society. ,vol. 111, pp. 3426- 3428 ,(1989) , 10.1021/JA00191A049
Ulrich Salz, Christoph Rüchardt, Darstellung optisch aktiver 2‐(Aryloxy)propionsäuren durch kinetische Resolution. — Herbizide Chemische Berichte. ,vol. 117, pp. 3457- 3462 ,(1984) , 10.1002/CBER.19841171214
Victor S. Martin, Scott S. Woodard, Tsutomu Katsuki, Yasuhiro Yamada, Masonari Ikeda, K. Barry Sharpless, Kinetic resolution of racemic allylic alcohols by enantioselective epoxidation. A route to substances of absolute enantiomeric purity Journal of the American Chemical Society. ,vol. 103, pp. 6237- 6240 ,(1981) , 10.1021/JA00410A053
Teruaki Mukaiyama, Masahiro Usui, Eiichiro Shimada, Kazuhiko Saigo, A CONVENIENT METHOD FOR THE SYNTHESIS OF CARBOXYLIC ESTERS Chemistry Letters. ,vol. 4, pp. 1045- 1048 ,(1975) , 10.1246/CL.1975.1045
J. Diago-Meseguer, A. L. Palomo-Coll, J. R. Fernández-Lizarbe, A. Zugaza-Bilbao, A New Reagent for Activating Carboxyl Groups; Preparation and Reactions of N,N-Bis[2-oxo-3-ox-azolidinyl]phosphorodiamidic Chloride Synthesis. ,vol. 1980, pp. 547- 551 ,(1980) , 10.1055/S-1980-29116