116508-51-1Relevant articles and documents
Aziridinium ions from phenylglycinol - A new approach to the synthesis of chiral diamines
De Sousa, Simon E.,O'Brien, Peter
, p. 4885 - 4888 (1997)
A new two-step method [(i) N,N-dialkylation; (ii) aziridinium ion formation followed by amine attack] for the synthesis of chiral diamines from phenylglycinol is described. sequentially without isolation of the intermediate amino alcohols to give diamines in good yields (62-76%). An improved protocol for the N,N-dialkylation of phenylglycinol is also reported.
Synthesis of chiral non-racemic 1,2-diamines from O-acetyl mandelic acid: Application in enantioselective deprotonation of epoxides and diethylzinc addition to aldehydes
Saravanan,Bisai, Alakesh,Baktharaman,Chandrasekhar,Singh, Vinod K
, p. 4693 - 4706 (2007/10/03)
A variety of 1,2-diamines were synthesized from readily available O-acetyl mandelic acid. These diamines were used in the synthesis of key intermediates for the preparation of (-)-utenone A and carbovir involving enantioselective deprotonation of epoxides. The addition of Et2Zn catalysed by some of these diamines was also studied and although ees were not high, some interesting observations were made in the outcome of the stereochemistry of the product.
Two expedient methods for the preparation of chiral diamines
De Sousa, Simon E.,O'Brien, Peter,Poumellec, Pierre
, p. 1483 - 1492 (2007/10/03)
A study on the development of methodology for the synthesis of chiral diamines is reported. Two synthetic approaches are described both of which involve the generation and subsequent reaction of aziridinium ions. One of the methods is a one-pot preparatio
