97807-82-4Relevant articles and documents
FACILE AMINOLYSIS OF EPOXIDES WITH DIETHYLALUMINUM AMIDES
Overman, Larry E.,Flippin, Lee A.
, p. 195 - 198 (1981)
Treatment of an epoxide with a diethylaluminum amide in dichloromethane at room temperature affords the corresponding β-amino alcohol in good yield.
Synthesis of 6-amino-3,5-deoxyinositol 1-phosphates via (1R,2R,4R,6S)- 1,6-epoxy-2,4-bis-benzyloxycyclohexane aminolysis in aqueous ytterbium triflate solution
Beaton, Martin,Gani, David
, p. 8549 - 8552 (2007/10/03)
(1R,2R,4R,6S)-1,6-Epoxy-2,4-bis-benzyloxycyclohexane was prepared from (-)-quinic acid and this, and cyclohexene oxide, were treated with various N- nucleophiles under a variety of conditions. In aqueous solution containing catalytic amounts of ytterbium (III) triflate, ammonia and alkylamines reacted smoothly to give the required trans-1,2-amino alcohols in quantitative recovery. Conversion of the 6-amino-2,4-bis-benzyloxycyclohexan- 1-ols to 6-amino-1,2,4-trihydroxycyclohexane 1-phosphates, probes for the mechanism of inositol monophosphatase, was achieved in good overall yield.
Regio- and Stereo-selective Ring Opening of Epoxides with Amide Cuprate Reagents
Yamamoto, Yoshinori,Asao, Naoki,Meguro, Masaki,Tsukada, Naofumi,Nemoto, Hisao,et al.
, p. 1201 - 1203 (2007/10/02)
Amide cuprate reagents attack the less hindered carbon atom of epoxides to give 1,2-amino alcohols in good yields; this procedure is applied to the synthesis of an aziridine alcohol bearing a carborane framework which is a potentially useful 10B carrier for boron neutron capture therapy.
