The products of the condensation reactions of twenty-six different 1,2-amino alcohols with excess aqueous formaldehyde were identified, with the help of a simple and effective analytical technique based on mass spectroscopy. With a few exceptions, which arise from steric or solubility effects, most amino alcohols form bis(oxazolidine)methane adducts preferentially.
Treatment of chiral amino alcohols 1 with an excess of formaldehyde followed by reaction with NaOH at room temperature provides optically active C-2-symmetric N,N'-methylenebisoxazolidines 2 in high yield.
Aitken, David J.; Guillaume, Dominique; Husson, Henri-Philippe, Journal of Heterocyclic Chemistry, 1991, vol. 28, # 3, p. 705 - 709
作者:Aitken, David J.、Guillaume, Dominique、Husson, Henri-Philippe、Chiaroni, Angele、Riche, Claude
DOI:——
日期:——
AITKEN, DAVID J.;GUILLAUME, DOMINIQUE;HUSSON, HENRI-PHILIPPE;CHIARONI, AN+, J. HETEROCYCL. CHEM., 28,(1991) N, C. 705-709
作者:AITKEN, DAVID J.、GUILLAUME, DOMINIQUE、HUSSON, HENRI-PHILIPPE、CHIARONI, AN+