554450-39-4Relevant academic research and scientific papers
Novel asymmetric Wittig reaction: Synthesis of chiral allenic esters
Pinho E Melo, Teresa M. V. D.,Cardoso, Ana L.,Rocha Gonsalves, Antonio M. D'A.,Costa Pessoa, Joao,Paixao, Jose A.,Beja, Ana M.
, p. 4830 - 4839 (2007/10/03)
Wittig reactions between 10-(phenylsulfonyl)isobornyl (triphenylphosphoranylidene)acetates (1 and 6) and ketenes resulted in asymmetric induction, with the selective synthesis of allenes with axial chirality. Use of the (1R)-(-)-10-(phenyl-sulfonyl)isoborneol unit allows the synthesis of allenes with S configuration, whereas use of the (1S)-(+)-10-(phenylsulfonyl)isoborneol unit produces allenes with R configuration. The structure of (1R)-(-)-10-(phenylsulfonyl)isobornyl (S)-5,5-dimethylhexa-2,3-dienoate (2e) was determined by X-ray crystallography. Chirooptical studies of the allenic esters were carried out, confirming that two sets of enantiomeric derivatives were obtained. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Reactivity of 2-halo-2H-azirines. Part 3: Dehalogenation of 2-halo-2H-azirine-2-carboxylates
Pinho e Melo, Teresa M. V. D.,Cardoso, Ana L.,Rocha Gonsalves, Anto?nio M. D'A.
, p. 2345 - 2351 (2007/10/03)
The dehalogenation of 2-halo-3-phenyl-2H-azirine-2-carboxylates is described. Using sodium borohydride and tributyltin hydride 3-phenyl-2H-azirine-2-carboxylates were obtained in moderate yields. The synthesis of a new 2-bromo-2H-azirines with a chiral au
