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Communication | Regular issue | Vol 23, No. 2, 1985, pp.295-300
Published online, 1st January, 1970
DOI: 10.3987/R-1985-02-0295
Reaction of 2-Lithiobenzothiazole with Electrophiles and a Synthesis of α-Hydroxy Aldehydes and Ketones

Hidenori Chikashita* and Kazuyoshi Itoh

*Department of Applied Chemistry, Faculty of Engineering, Kansai University, Suita, Osaka 564-8680, Japan


The reaction of 2-lithiobenzothiazole with a variety of electrophiles, except for alkyl halides and styrene oxide, could be effectively accomplished to give the expected products in high yields. The adducts of lithiobenzothiazole to carbonyl compounds could be effectively transformed into α-hydroxy aldehydes and ketones through three steps without masking the α-hydroxy group.