109075-06-1Relevant articles and documents
Synthesis of new aza-analogs of staurosporine, K-252a and rebeccamycin by nucleophilic opening of C2-symmetric bis-aziridines
Delarue-Cochin, Sandrine,McCort-Tranchepain, Isabelle
supporting information; experimental part, p. 706 - 716 (2009/06/19)
Stable, water-soluble aminosugar staurosporine, K-252a and rebeccamycin analogs have been prepared by nucleophilic opening of C2-symmetric N-activated bis-aziridines by bis-indolylmaleimides. This divergent strategy allows the synthesis of unsymmetrical substituted derivatives and provides an easy access to the piperidine and pyrrolidine analogs.
Synthesis of enantiopure bis-aziridines, bis-epoxides, and aziridino-epoxides from d-mannitol
Sureshkumar, Devarajulu,Maity, Susama,Chandrasekaran, Srinivasan
, p. 10162 - 10170 (2007/10/03)
A practical synthesis of enantiopure bis-aziridines 11 and 15, bis-epoxides 12 and 17, and aziridino-epoxides 27 and 30 is reported using inexpensive d-mannitol as the starting material. The key transformation involves the reductive cleavage of bis-benzyl
SYNTHESIS OF DIEPOXIDES AND DIAZIRIDINES, PRECURSORS OF ENANTIOMERICALLY PURE α-HYDROXY AND α-AMINO ALDEHYDES OR ACIDS, FROM D-MANNITOL
Merrer, Yves Le,Dureault, Annie,Greck, Christine,Micas-Languin, Dominique,Gravier, Christine,Depezay, Jean-Claude
, p. 541 - 548 (2007/10/02)
Specific activations or protections of the hydroxyl groups of 3-4-O-isopropylidene-D-mannitol 2 followed by intramolecular SN2 reactions, lead to the chiral diepoxides 4 and 7 and to the chiral diaziridines 9 and 13 precursors of enantiomerically pure α-hydroxy and α-amino aldehydes or acids.
DIASTEREOSPECIFIC SYNTHESIS OF DIAZIRIDINES FROM D-MANNITOL. ACCESS TO CHIRAL α-AMINOACIDS.
Dureault, A.,Greck, C.,Depezay, J. C.
, p. 4157 - 4160 (2007/10/02)
Nucleophilic opening of chiral diastereoisomeric diaziridines obtained from D-mannitol leads to precursors of D or L α-aminoacids (or aldehydes) and also provides a means of synthesizing polyhydroxylated piperidines.