89156-12-7Relevant academic research and scientific papers
Practical Asymmetric Diels-Alder Additions to Camphor-10-sulfonic-Acid-Derived Acrylates
Oppolzer, Wolfgang,Chapuis, Christian,Kelly, Martha J.
, p. 2358 - 2361 (1983)
Starting from (+)-camphor-10-sulfonic acid (1) the chiral crystalline alcohols 3 and 11 were prepared in two steps.Lewis-acid-mediated -additions of their acrylates to 1,3-dienes were studied.Notably, the crystalline acrylate 4 underwent TiCl2(OiPr)2-promoted Diels-Alder addition to cyclopentaniene giving after recrystallization efficiently the pure (2R)-adduct 5.
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
PREPARATION, STRUCTURE AND ASYMMETRIC DIELS-ALDER REACTIONS OF 10-ARYLSULFONYLISOBORNYL ACRYLATES
Oppolzer, Wolfgang,Kelly, Martha J.,Bernardinelli, Gerald
, p. 5889 - 5892 (2007/10/02)
The crystalline chiral auxiliaries 4 and 5 were readily prepared from champhorsulfonic acid.Their acrylates underwent the Diels-Alder reactions 6->7 with modest asymmetric induction consistent with an X-ray study of 6a.
