Tetrahedron p. 4991 - 5000 (1991)
Update date:2022-08-04
Topics:
Bates
Donnelly
Keegan
Acid chlorides, complexed with excess aluminium chloride, reacted with ethene to form 3-methyl-2-buten-1-ones, i.e. rearranged di-addition products having a terminal isoprenoid skeleton, together with the usual β-chloropropanones. The latter were the sole products in the absence of excess catalyst. Acid chlorides containing a suitably situated π-system underwent intramolecular cyclization, e.g. 2-phenylcyclopropanecarbonyl chloride (10) cyclized to 3,4-benzobicyclo[3.1.0]hexan-2-one (11).
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