19639-02-2Relevant articles and documents
Enantioselective, Catalytic One-Pot Synthesis of γ-Butyrolactone-Based Fragrances
Kumru, Ceyda,Classen, Thomas,Pietruszka, J?rg
, p. 4931 - 4940 (2018)
Herein the preparative (1 g scale), stereoselective syntheses of various alkyl-substituted γ-butyrolactone fragrances 1 is described. The α,β-unsaturated γ-keto esters 2 as starting materials were synthesized by a Horner-Wadsworth-Emmons reaction and are further reduced by an ene reductase and alcohol dehydrogenase in a one-pot enzyme cascade to nine desired γ-butyrolactones 1, among them whisky (1 c) and cognac lactone (1 d). The products 1 were obtained in moderate to good yields and very good diastereoselectivities. Furthermore, the position of a nBu-substituent was permutated to study the effect on the enzyme cascade.
A convenient method for lactonization of α-allyl esters using iodine in dimethylsulphoxide
Nawghare, Beena R.,Gaikwad, Sunil V.,Pawar, Bharati V.,Lokhande, Pradeep D.
, p. 469 - 473 (2014/12/11)
A simple method for the synthesis of α-γ-disubstituted-γ-butyrolactones by cyclization of α-allyl esters using iodine in dimethylsulphoxide is reported. This method is efficient and operationally simple in comparison to methods using transition metal comp
