We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Synthesen von (1 R)- cis-3-(2′,2′-Dihalovinyl)-2, 2-dimethylcyclopropan-carbonsäuren via Favorskii-Umlagerung von optisch aktiven Cyclobutanonen.
- Authors
Greuter, Hans; Dingwall, John; Martin, Pierre; Belluš, Daniel
- Abstract
Syntheses of (1 R)- cis-3-(2′,2′-Dihalovinyl)-2,2-dimethylcyclopropane Carboxylic Acids via Favorskii-rearrangement of Optically Active Cyclobutanones The cis-cyclobutanones 7 are resolved by means of optically active amine salts of their sodium hydrogen sulfite adducts. The desired (1 R)- cis-carboxylic acids 9 are obtained from the (+)- cis-cyclobutanones 7 via Favorskii-rearrangement and HX-elimination. The recycling of undesired (−)- cis-cyclobutanones 7 is carried out in good yield by their racemization, thus rendering the total synthesis 1+ 2→ 9 chirally economic.
- Publication
Helvetica Chimica Acta, 1981, Vol 64, Issue 8, p2812
- ISSN
0018-019X
- Publication type
Article
- DOI
10.1002/hlca.19810640843