TY - JOUR T1 - Organocatalytic enantioselective synthesis of both diastereomers of alpha-hydroxyphosphinates. AU - Samanta,Sampak, AU - Perera,Sandun, AU - Zhao,Cong-Gui, PY - 2010/1/21/entrez PY - 2010/1/21/pubmed PY - 2010/5/21/medline SP - 1101 EP - 6 JF - The Journal of organic chemistry JO - J Org Chem VL - 75 IS - 4 N2 - Racemic alpha-acylphosphinates and formylphosphinate hydrate were used directly as the substrates in a proline derivative-catalyzed cross aldol reaction with ketones. Because of the preexisting phosphorus stereogenic center, a mixture of two diastereomers of the corresponding alpha-hydroxyphosphinates was obtained in this reaction. Good to high enantioselectivities (up to 99% ee) were obtained simultaneously for the two diastereomers in good yields. Good diastereoselectivities were also obtained when the reaction generates an additional carbon stereogenic center. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/20085234/Organocatalytic_enantioselective_synthesis_of_both_diastereomers_of_alpha_hydroxyphosphinates_ L2 - https://doi.org/10.1021/jo9022099 DB - PRIME DP - Unbound Medicine ER -