Übergangsmetall‐katalysierte Reaktionen von ungesättigten α‐Diazo‐α‐(trimethylsilyl)essigestern mit Carbonylverbindungen
Authors:
- 1 August 1994
- journal article
- research article
- Published by Wiley in European Journal of Inorganic Chemistry
- Vol. 127 (8) , 1537-1542
Abstract
Transition Metal Catalyzed Reactions of Unsaturated α‐Diazo‐α‐(trimethylsilyl)acetates with Carbonyl CompoundsSome reactions of unsaturated α‐diazo‐α‐(trimethylsilyl)acetates with aldehydes or acetone under the catalytic action of rhodium(II) perfluorobutyrate or copper(I) triflate have been investigated. Thus, the allylic ester 6a affords 1,3‐dioxolan‐4‐ones 8 under Rh(II) catalysis; the Cu‐catalyzed reaction yields 8, oxirane 9, and the 3‐oxabicyclo[3.1.0]hexane 10. The propargylic ester 6b does not react in a clear fashion with benzaldehyde, 1,3‐Dioxolanes result from the homoallylic ester 6c and aldehydes, but enol ether 14 from 6c and acetone.Keywords
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