Tetrahedron Letters p. 5929 - 5932 (1987)
Update date:2022-08-04
Topics:
Louw, J. van der
Baan, J. L. van der
Stieltjes, H.
Bickelhaupt F.
Klumpp G.W.
2-(Alkenyloxymethyl)-2-propenylzinc bromides 2a-e and 2-(allylmethylaminomethyl)-2-propenylzinc (or magnesium) halides 2g rearrange thermally to 5-(1-bromozincalkyl)-3-methyleneoxacycloalkanes 1a-e and 5-(bromozinc(or chloromagnesium)methyl)-3-methylene-N-methylpiperidine 1g; some of the former can be isomerized by Pd(PPh3)4 to methylenecyclopentanes 3.
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