Stereospecific CS bond formation from chiral tertiary alcohols by quinone-mediated oxidation-reduction condensation using alkyl diphenylphosphinites and its …

K Ikegai, W Pluempanupat, T Mukaiyama

文献索引：Ikegai, Kazuhiro; Pluempanupat, Wanchai; Mukaiyama, Teruaki Bulletin of the Chemical Society of Japan, 2006 , vol. 79, # 5 p. 780 - 790

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被引用次数: 11

摘要

Oxidation–reduction condensation between 2-sulfanyl-1, 3-benzothiazole (Btz-SH) and the alkyl diphenylphosphinites 1, prepared from tertiary alcohols, proceeded smoothly in the presence of 2, 6-di-t-butyl-1, 4-benzoquinone (DBBQ) and the corresponding S-alkylated products 2 were afforded in good yields. The stereo-inverted chiral Btz sulfides 2 were also produced stereospecifically by this condensation that used 1 derived from chiral tertiary ...