CONFORMATIONAL CONSEQUENCES OF INTRAMOLECULAR CYCLOPROPANATION WITHIN SMALL BICYCLIC SYSTEMS. SYNTHESIS AND DESYMMETRIZATION OF 1-METHYLTRICYCLO2,6>OCTANE-3,5-DIONE

DOI: 10.1016/S0040-4039(00)80071-4

Source and publish data:

Tetrahedron Letters p. 269 - 272 (1988)

Update date:2022-09-26

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Authors:

Poupart, Marc-Andre

Paquette, Leo A.

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Article abstract of DOI:10.1016/S0040-4039(00)80071-4

Diketone 3, available by cyclization of keto acid 2 with PPA/HOAc, undergoes intramolecular oxidative cyclization to 4 by exposure of its dienolate to FeCl3 in DMF at -78 deg C.Convenient monomethylenation of 4 with optical resolution to give optically pu

Full text of DOI:10.1016/S0040-4039(00)80071-4

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