287205-61-2Relevant academic research and scientific papers
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 (2001)
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
Catalytic asymmetric hetero diels-alder reactions of N-sulfinyl dienophiles with chiral bis(oxazoline)copper(II) and -zinc(II) triflates
Endeshaw, Molla Mellese,Bayer, Annette,Hansen, Lars K.,Gautun, Odd R.
, p. 5249 - 5259 (2007/10/03)
Asymmetric hetero Diels-Alder (HDA) reactions of N-sulfinyl dienophiles with bis(oxazoline)copper(II) and -zinc(II) triflates are described. The cycloaddition with cyclic and acyclic 1,3-dienes has been studied. The copper catalyst was found to be more ef
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 (2007/10/03)
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 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.
