A facile method for the construction of bicyclo[6.3.0]undecane or bicyclo-[5.3.0]decane skeleton has been developed by the tandem application of the intramolecular Kulinkovich cyclopropanation of co-vinyl esters and oxidation of the resulting cyclopropanols.
1,5 Allylic abstraction, cyclisation: A new route to five membered carbocycles
โ Scribed by Alan D Borthwick; Stephen Caddick; Philip J Parsons
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 134 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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Abstructa A oovel free mdical qqxoacb to cyclopentatme and spimcyclic ring systems is described. This work illushates the potential of the 1.5 allyiic absbaclion-cyclisation ma&on and demomtmtes the application of the sequence to systems in which altmative radical cyclisation pathways can be envisag
Electrolysis of a series of terminal allenic ketones, e.g. ( 4), (61, and ( 13) is shown to result in reductive cyclisation, through the exo-mode, producing five-membered rings, s. (5), (71, and ( 14) incorporating a bridgehead hydroxyl group.