cheminform abstract: enantio- and diastereoselective synthesis of isoxazolidines by asymmetric...

1997 isoxazole derivatives isoxazole derivatives R 0240 43 - 140 Enantio- and Diastereoselective Synthesis of Isoxazolidines by Asym- metric 1,3-Dipolar Cycloaddition of Nitrones. — The asymmetric 1,3-dipolar cycloaddition of nitrones (I) and (V) to allyl alcohol (II) is achieved by the use of (R,R)-diisopropyl tartrate as a chiral auxiliary. It is noteworthy that performing the cycloaddition at higher temp., not only the yield but also diastereo- and enantioselectivities are improved. — (UKAJI, Y.; TANIGUCHI, K.; SADA, K.; INOMATA, K.; Chem. Lett. (1997) 6, 547-548; Dep. Chem., Fac. Sci., Kanazawa Univ., Ishikawa, Kanazawa 920, Japan; EN) 1

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Page 1: ChemInform Abstract: Enantio- and Diastereoselective Synthesis of Isoxazolidines by Asymmetric 1,3-Dipolar Cycloaddition of Nitrones

1997 isoxazole derivatives

isoxazole derivativesR 0240

43 - 140Enantio- and Diastereoselective Synthesis of Isoxazolidines by Asym-metric 1,3-Dipolar Cycloaddition of Nitrones. — The asymmetric1,3-dipolar cycloaddition of nitrones (I) and (V) to allyl alcohol (II) is achievedby the use of (R,R)-diisopropyl tartrate as a chiral auxiliary. It is noteworthythat performing the cycloaddition at higher temp., not only the yield but alsodiastereo- and enantioselectivities are improved. — (UKAJI, Y.; TANIGUCHI,K.; SADA, K.; INOMATA, K.; Chem. Lett. (1997) 6, 547-548; Dep. Chem.,Fac. Sci., Kanazawa Univ., Ishikawa, Kanazawa 920, Japan; EN)

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