135559-44-3Relevant academic research and scientific papers
Reactivity of the lithium anion of the (S,S)-bis-p-tolylsulfinyl methane. A versatile synthesis of enantiopure alkylidene 1,1-bis-tolysulfoxides
Delouvrié, Bénédicte,Nájera, Francisco,Fensterbank, Louis,Malacria, Max
, p. 130 - 135 (2007/10/03)
We describe herein a new synthesis of enantiopure alkylidene 1,1-bis-p-tolyl-sulfoxides (5), based on a two-steps sequence. The first one involves the alkylation of the lithium anion of the (S,S)-bis-p-tolylsulfinylmethane (1) with aldehydes. The second one consists in a mild dehydration of the sulfinyl alcohols 3 and 4 with the morpho CDI reagent. Some features (reactivity, diastereoselectivity) of the alkylation reaction are discussed.
(S,S)-bis-p-Tolylsulfinylmethane and carbonyl compounds: Reactivity and asymmetric induction
Solladie,Colobert,Ruiz,Hamdouchi,Carreno,Garcia Ruano
, p. 3695 - 3698 (2007/10/02)
(S,S)-bis p-Tolylsulfinylmethane was shown to react with aromatic aldehydes with a high diastereoselectivity. In contrast, β-unsaturated aldehydes, giving only the elimination products, are in one step transformed into 4-substituted (E,E)-(S,S)-1,1-bis(p-
