180305-85-5Relevant articles and documents
Synthesis and application of L-proline and R-phenylglycine derived organocatalysts for direct asymmetric Michael addition of cyclohexanone to nitroalkenes
Naziroglu, Hayriye Nevin,Sirit, Abdulkadir
, p. 659 - 670 (2013/02/25)
Novel R-phenylglycine derived organocatalysts were prepared from the reaction of Cbz-R-phenylglycine with indoline, pyrrolidine, or (S)-(-)-2-(diphenylmethyl)pyrrolidine in 3 steps. The asymmetric Michael addition of cyclohexanone to nitroolefins was investigated using R-phenylglycine derivatives along with L-prolinamides as chiral catalysts. The desired products were obtained in excellent yields with enantioselectivities up to 90% ee and diastereomeric ratio up to 98:2 of the syn addition product. TUeBITAK, 2012.
DPP-IV INHIBITORS
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Page/Page column 42-43, (2010/02/14)
The invention relates to compounds of formula (I), Z-C(R1R 2)-C(R3NH2)-C(R4R5)-X-N(R 6R7), wherein Z, R1-7 and X have the meaning as cited in the description and the claims. Said compounds are useful as DPP-lV inhibitors. The invention also relates to the
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
Design, synthesis, and application of chiral nonracemic lithium amide bases in enantioselective deprotonation of epoxides
Bhuniya, Debnath,DattaGupta, Arpita,Singh, Vinod K.
, p. 6108 - 6113 (2007/10/03)
The reaction of epoxides with chiral nonracemic lithium amide bases, designed and prepared from (R)-phenylglycine, has been studied in detail. A maximum of 80% ee was obtained for conversion of cyclohexene oxide to (S)-2-cyclohexen-1-ol. Enantioselective deprotonation of a variety of other epoxides was studied. A cyclopentanoid core unit for prostaglandin synthesis was synthesized in 97% ee.
A simple and efficient method for the preparation of homochiral amines: Application to the synthesis of a new C2 symmetric triamine
O'Brien, Peter,Poumellec, Pierre
, p. 5619 - 5622 (2007/10/03)
Using a one-pot reaction, (R)-styrene oxide has been converted into a variety of novel diamines and a C2 symmetric triamine. Yields range from 63-93%. The method is simple, efficient and is considerably shorter than other synthetic approaches.