Tetrahedron Letters p. 4095 - 4098 (1991)
Update date:2022-08-03
Topics:
Boeckman Jr., Robert K.
Estep, Kimberly G.
Nelson, Scott G.
Walters, Michael A.
A short stereo selective sequence is described for the preparation of the racemic form of the highly functionalized cyclohexene derivative 2 which comprises the upper segment of tetronolide (1), the aglycone of the antitumor tetrocarcins. A key element of this route is rapid assembly and intramolecular cycloaddition of the trienyl enol pyruvate 4, which achieves complete control over regiochemistry and good stereochemical control.
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