120821-94-5Relevant articles and documents
Reduction of 1,3-azole and 1,3-benzazole carbinols with sodium borohydride-trifluoroacetic acid
Nutaitis, Charles F.,Obaza-Nutaitis, Judy
, p. 315 - 321 (1997)
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Metal-free deprotonative functionalization of heteroaromatics using organic superbase catalyst
Hirono, Yutaro,Kobayashi, Koji,Yonemoto, Misato,Kondo, Yoshinori
supporting information; experimental part, p. 7623 - 7624 (2010/12/19)
Metal-free deprotonative functionalization of heteroaromatic compounds was achieved using an organic superbase catalyst; an organosilicon additive such as trimethylsilylpropyne was employed for activating the catalytic cycle of 1,2-addition to carbonyl compounds.
Catalytic activation of silylated nucleophiles using tBu-P4 as a base
Ueno, Masahiro,Hori, Chieko,Suzawa, Koichi,Ebisawa, Masashi,Kondo, Yoshinori
, p. 1965 - 1968 (2007/10/03)
Trialkylsilyl groups play an important role as effective protecting groups in organic synthesis. Various O, N, and C nucleophilic sites can be protected by trialkylsilyl groups to control the selectivity of reactions. The nucleophilic attack of a fluoride anion on a silyl group is recognized as one of the most useful methods for desilylation. The activation of the nucleophile-silicon bond is important not only for desilylation but also for the generation of a reactive nucleophilic anion to achieve a new bond formation. The phosphazene bases developed by Schwesinger are known to be strong non-metallic organic bases. Among them, the tBu-P4 base has been used for various selective deprotonative transformations, although the ability of tBu-P4 base to activate silylated nucleophiles has not yet been shown. A novel catalytic activation of various O, N, and C nucleophile-silicon bonds using tBu-P4 base was investigated to perform nucleophilic reactions with various electrophiles. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.