ENANTIOSELECTIVE SYNTHESIS AND ABSOLUTE CONFIGURATION OF (-)-PULO'UPONE BY ASYMMETRIC INTRAMOLECULAR DIELS-ALDER REACTION

DOI: 10.1016/S0040-4039(00)82216-9

Source and publish data:

Tetrahedron Letters p. 5885 - 5888 (1988)

Update date:2022-08-04

Topics:

Authors:

Oppolzer, Wolfgang

Dupuis, Dominique

Poli, Giovanni

Raynham,Tony M.

Bernardinelli, Gerald

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Article abstract of DOI:10.1016/S0040-4039(00)82216-9

(-)-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.

Full text of DOI:10.1016/S0040-4039(00)82216-9

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