Enantiopure a,b-unsatd. d-lactams I (R = H or OH) react stereoselectively with carbon-, nitrogen-, sulfur-, and oxygen-centered nucleophiles. The synthetic potential of these conjugate addns. is demonstrated through the synthesis of two new substituted indolizidines:(7R)-7-amino-8-deoxyswainsonine and (7R)-7-acetylaminoswainsonine.

A. Tinarelli, C. Paolucci (2006). tereoselective Michael Addition of Carbon-, Nitrogen-, Oxygen-, and Sulfur-Centered Nucleophiles on Enantiopure Hydroxylated 6,7-Dehydro-5-oxoindolizidine. Synthesis of Carbon- or Hetero-7-Substituted Swainsonine Analogues. JOURNAL OF ORGANIC CHEMISTRY, 71, 6630-6633 [10.1021/jo060511p].

tereoselective Michael Addition of Carbon-, Nitrogen-, Oxygen-, and Sulfur-Centered Nucleophiles on Enantiopure Hydroxylated 6,7-Dehydro-5-oxoindolizidine. Synthesis of Carbon- or Hetero-7-Substituted Swainsonine Analogues.

PAOLUCCI, CLAUDIO
2006

Abstract

Enantiopure a,b-unsatd. d-lactams I (R = H or OH) react stereoselectively with carbon-, nitrogen-, sulfur-, and oxygen-centered nucleophiles. The synthetic potential of these conjugate addns. is demonstrated through the synthesis of two new substituted indolizidines:(7R)-7-amino-8-deoxyswainsonine and (7R)-7-acetylaminoswainsonine.
2006
A. Tinarelli, C. Paolucci (2006). tereoselective Michael Addition of Carbon-, Nitrogen-, Oxygen-, and Sulfur-Centered Nucleophiles on Enantiopure Hydroxylated 6,7-Dehydro-5-oxoindolizidine. Synthesis of Carbon- or Hetero-7-Substituted Swainsonine Analogues. JOURNAL OF ORGANIC CHEMISTRY, 71, 6630-6633 [10.1021/jo060511p].
A. Tinarelli; C. Paolucci
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/35816
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