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Scientific article
English

Enantioselective synthesis and absolute configuration of (−)-pulo'upone by asymmetric intramolecular diels-alder reaction

Published inTetrahedron Letters, vol. 29, no. 46, p. 5885-5888
Publication date1988
Abstract

(−)-Pulo'upone (1) was synthesized via an asymmetric, bornane-10,2-sultam- directed, intramolecular Diels- Alder reaction (3 → 2) and a 2-pyridylcuprate/allylacetate coupling (18 → 1). The (6'R, 9'S, 13'R, 14'R)-configuration of (−)-1 follows from an X-ray diffraction analysis of the cycloaddition product 2. (−)-Pulo'upone (1) was synthesized via an asymmetric intramolecular Diels-Alder reaction 3 → 2. The absolute configuration of (−)1 follows from X-ray studies of 2.

Citation (ISO format)
VON OPPOLZER, Wolfgang et al. Enantioselective synthesis and absolute configuration of (−)-pulo’upone by asymmetric intramolecular diels-alder reaction. In: Tetrahedron Letters, 1988, vol. 29, n° 46, p. 5885–5888.
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  • PID : unige:155835
ISSN of the journal0040-4039
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