Stereoselective carbon-carbon bond forming reactions between various chiral alkyl aryl carbinols and triethyl methanetricarboxylate by oxidation-reduction condensation using alkyl diphenylphosphinites
Oxidation-reduction condensation reactions between alkyl diphenylphosphinites derived from chiral alkyl aryl carbinols and triethyl methanetricarboxylate proceeded smoothly to afford the corresponding condensation products in good yields with inversion of stereochemistries. Copyright
Mukaiyama, Teruaki,Nagata, Yuzo,Ikegai, Kazuhiro
p. 1676 - 1677
(2007/10/03)
Stereoselective Carbon-Carbon Bond Formation via the Mitsunobu Displacement of Chiral Secondary Benzylic Alcohols
(Matrix presented) The stereoselective displacement of a variety of chiral benzylic alcohols with triethylmethanetricarboxylate (TEMT) under Mitsunobu conditions (DEAD, PMe3) has been demonstrated to proceed in good yield (70-94%) and with a high degree of inversion. Subsequent saponification and decarboxylation of the products thus obtained provide chiral 3-aryl-3-substituted propanoic acids without racemization.
Hillier, Michael C.,Desrosiers, Jean-Nicolas,Marcoux, Jean-Francois,Grabowski, Edward J. J.
p. 573 - 576
(2007/10/03)
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