Tetrahedron letters

Exploiting steric shielding: Tuning terpenoid-derived oxazolidin-2-ones as chiral auxiliaries for the Diels-Alder reaction

MR Banks, AJ Blake, AR Brown, JIG Cadogan, S Gaur…

Index: Banks, Malcolm R.; Blake, Alexander J.; Brown, Angus R.; Cadogan, J. I. G.; Gaur, Suneel; et al. Tetrahedron Letters, 1994 , vol. 35, # 3 p. 489 - 492

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Citation Number: 22

Abstract

Abstract Preparative methodology is described for access to three different terpenoid- derived oxazolidin-2-ones 4, 8, and 11, of which the latter, obtained from camphene in four steps, provides virtually complete asymmetric induction when acting as a chiral auxiliary in Diels-Alder cycloaddition reactions with cyclopentadiene.