92541-01-0Relevant articles and documents
Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
Chaudhuri, Subrata Kumar,Saha, Manabendra,Saha, Amit,Bhar, Sanjay
supporting information; experimental part, p. 748 - 755 (2011/01/03)
4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH4 at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described.
REACTIONS OF OXIRANES WITH ALKALI METALS: INTERMEDIACY OF RADICAL-ANIONS
Gurudutt, K. N.,Pasha, M. A.,Ravindranath, B.,Srinivas, P.
, p. 1629 - 1632 (2007/10/02)
Reaction of oxiranes with alkali metals in aprotic solvents yields a variety of products depending on the nature of the metal and the structure of the oxirane.Deoxygenation to olefins is the major reaction in case of lithium.Rearrangement to carbonyl compounds, reduction to alcohols and formation of dimeric products occur when oxiranes are treated with sodium.All the reactions could be rationalised by a mechanism involving an initial single electron transfer leading to the formation of radical-anion intermediate.