Tetrahedron Letters p. 4121 - 4124 (1990)
Update date:2022-08-03
Topics:
Franck-Neumann, M.
Geoffroy, P.
Miesch, M.
Doerwald, F. Zaragoza
The possibility of achieving convergent syntheses with elaborate carbenes is illustrated by the isobutenylalkynylcarbene II (R = Br).By reaction with 3-cyclohexen-1-one, the endo cyclopropanic adduct IIIa is formed as a major product.Metalation with MeLi, followed by reaction with MeI, proceeds with inversion of configuration ( -> sesquicarene skeleton, XI), or, after protection of the ketofunction, with retention of configuration ( -> isosesquicarene VIII).
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