Asymmetric halogenation of chiral imide enolates. A general approach to the synthesis of enantiomerically pure α-amino acids.
作者:David A Evans、Jon A Ellman、Roberta L Dorow
DOI:10.1016/s0040-4039(00)95305-x
日期:1987.1
The chiral N-acyl oxazolidones 2, as the derived dibutyl boron enolates, have been demonstrated to undergo diastereoselective bromination and subsequent azide displacement to give the α-azido carboximides 4a (5 cases). These adducts may be hydrolyzed under mild conditions to the enantiomerically pure α-azido carboxylic acids 5a.
The titanium - mediated transesterification of phosphorous esters
作者:M. Froneman、T.A. Modro
DOI:10.1016/0040-4039(88)85153-0
日期:1988.1
Reaction of alcohols with phosphorous diesters in the presence of titanium tetraalkoxides results in a displacement of both or one ester functions by the RO groups of an alcohol used.
New Synthesis of Phosphorous and Phosphoric Acid Esters
作者:M. Froneman、T. A. Modro
DOI:10.1055/s-1991-26418
日期:——
Reaction of alcohols with dialkyl phosphites in the presence of titanium tetraalkoxides results in a displacement of both or one ester function(s) by the RO groups of the alcohol used. The mixed phosphites, (R3O)(R1O)P(O)H, prepared by this method can be used as substrates for the mixed phosphates, (R4O)(R3O)(R1O)PO.
The polyamine alkaloid cannabisativine was synthesized as an optical active form. The key step is the hetero Diels-Alderreaction of chiral diene and an N-tosylimine, in which regio- and diastereo-face selectivities were completely controlled, only one diastereomer was isolated in high yield. Synthesized (−)-cannabisativine has the same physical data as the natural product except for the αD value.