Tetrahedron Letters p. 127 - 130 (1989)
Update date:2022-08-02
Topics:
Lange, J. H. M.
Klunder, A. J. H.
Zwanenburg B.
Condensation of tricyclodecadienone ester 2 with aldehydes and ketones leads to oxapropellanes 6 in good yields.With benzaldehyde, this reaction appears to be stereospecific.The lactones 6 undergo a rapid stereo- and regiospecific nucleophilic 1,4-addition to give 9 and 10.Flash vacuum thermolysis of the latter compounds leads to lactone annelated cyclopentenones 11 in excellent yields.
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