155135-08-3Relevant articles and documents
A convenient synthesis of 2-methoxy-1-naphthyl sulfoxides in high enantiomeric purity. A new asymmetric synthesis of 1-benzyl-1,2,3,4-tetrahydroisoquinolines
Pyne, Stephen G.,Hajipour,Prabakaran
, p. 645 - 648 (2007/10/02)
The synthesis of diastereomerically pure (-)-(S) methyl 2-methoxy-1-naphthalenesulfinate (5) is reported. The reaction of (5) with methylmagnesium iodode or benzylmagnesium chloride gives (+)-(R) metyl and (+)-(R) benzyl 2-methoxy-1-naphthyl sulfoxide, (7
Use of menthyl 2-methoxynaphthalene-1-sulfinates in the Andersen synthesis of optically active sulfoxides. Facile cleavage by Grignard reagents of some aromatic methyl ethers
Bell,McCaffery
, p. 1925 - 1933 (2007/10/02)
The pure crystalline diastereomers (1R,2S,5R)-menthyl (R)- and (S)-2-methoxynaphthalene-1-sulfinate have been prepared and, by reaction with Grignard reagents (the Andersen procedure), converted into optically active alkyl and aryl 2-methoxynaphthyl sulfoxides in 67-77% yields. Use of an excess of Grignard reagent results in facile 0-alkyl cleavage of the methoxy group to the corresponding naphthol or a competing loss of the alkylor aryl-sulfinyl group to from 2-methoxynaphthalene. Pure diastereomers of menthyl 2,7-dimethoxynaphthalene-1-sulfinate and menthyl 4-methoxynaphthalene-1-sulfinate have also been prepared and their reactions with Grignard reagents have been studied.
