287205-63-4Relevant academic research and scientific papers
Asymmetric Diels-Alder reactions of N-sulfinyl dienophiles using chiral Ti(IV) Lewis acids
Bayer, Annette,Hansen, Lars K.,Gautun, Odd R.
, p. 2407 - 2415 (2002)
Enantioselective hetero Diels-Alder (HDA) reactions of 1,3-cyclohexadiene with benzyl N-sulfinylcarbamate 1a and with N-sulfinyl-p-toluensulfonamide 1b promoted by chiral Ti(IV)-based Lewis acids are reported. The obtained yields and enantiomeric excesses obtained are heavily dependant on the mode of catalyst preparation. Acceptable reproducibility was obtained with Ti(IV)-catalysts prepared from Me2TiCl2 and chiral diols. Testing of various chiral diols gave the endo adduct in yields of up to 69% with 76% ee. The absolute configuration of the HDA products were established by chemical correlation and verified by X-ray crystallography.
Asymmetric hetero-Diels-Alder reactions of N-sulfinyl dienophiles using chiral bis(oxazoline)-copper(II) and -zinc(II) triflates
Bayer, Annette,Endeshaw, Molla Mellese,Gautun, Odd R.
, p. 7198 - 7205 (2007/10/03)
Asymmetric hetero-Diels-Alder (HDA) reactions of N-sulfinyl dienophiles using bis(oxazoline)-copper(II) and -zinc(II) triflates are described. The cycloadditions with cyclic and acyclic 1,3-dienes have been studied. In most cases, good enantioselectivitie
Highly enantioselective hetero Diels-Alder reactions of N-sulfinyl dienophiles promoted by copper(II)- and zinc(II)-chiral bis(oxazoline) complexes
Bayer, Annette,Gautun, Odd R.
, p. 2937 - 2939 (2007/10/03)
Hetero Diels-Alder reactions of 1,3-cyclohexadiene with N-sulfinyl dienophiles 1a or 1b, promoted by Cu(II)- or Zn(II)-chiral bis(oxazoline) complexes, afforded endo adducts in high yields (up to 85%) and enantiomeric excess (e.e. of up to >98%) under sto
Asymmetric N-sulfinyl dienophile Diels-Alder cycloadditions using chiral T1(IV)-based Lewis acids
Bayer, Annette,Gautun, Odd R.
, p. 3743 - 3746 (2007/10/03)
Enantioselective Diels-Alder reactions of 1,3-cyclohexadiene with N- sulfinylbenzyl carbamate (1a) or N-sulfinyl-p-toluenesulfonamide (1b) promoted by chiral Ti(IV)-based Lewis acids are reported. The endo-adducts were obtained in 15-76% ee. (C) 2000 Elsevier Science Ltd.
