6353-54-4Relevant academic research and scientific papers
Ambergris and/or indole-like compositions of odoriferous substances
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Page/Page column 17, (2021/02/17)
The present invention primarily relates to the use of one or more compound(s) of formula (I) as fragrance, wherein R is methyl or ethyl and R1 is H, methyl or ethyl. The invention further relates to new fragrance compositions comprising one or
Influence of Alcohol β-Fluorination on Hydrogen-Bond Acidity of Conformationally Flexible Substrates
Graton, Jerome,Compain, Guillaume,Besseau, Francois,Bogdan, Elena,Watts, Joseph M.,Mtashobya, Lewis,Wang, Zhong,Weymouth-Wilson, Alex,Galland, Nicolas,Le Questel, Jean-Yves,Linclau, Bruno
supporting information, p. 2811 - 2819 (2017/03/05)
Rational modulations of molecular interactions are of significant importance in compound properties optimization. We have previously shown that fluorination of conformationally rigid cyclohexanols leads to attenuation of their hydrogen-bond (H-bond) donat
Tandem application of C-C bond-forming reactions with reductive ozonolysis
Willand-Charnley, Rachel,Dussault, Patrick H.
, p. 42 - 47 (2013/03/29)
Several variants of reductive ozonolysis, defined here as the in situ generation of aldehydes or ketones during ozonolytic cleavage of alkenes, are demonstrated to work effectively in tandem with a number of C-C bond-forming reactions. For reactions involving basic nucleophiles (1,2- addition of Grignard reagents, Wittig or Horner-Emmons olefinations, and directed aldol reactions of lithium enolates), the one-pot process offers a rapid and high-yielding alternative to traditional two-step protocols.
Highly efficient conversion of alcohols to isocyanides
Kitano,Chiba,Tada
, p. 437 - 443 (2007/10/03)
Treatment of tertiary alcohols with silver salts (AgClO4, AgBF4, or AgOTf) and trimethylsilyl cyanide (TMSCN), followed by hydrolysis, directly affords excellent yields of corresponding isocyanides. This reaction proceeds selectively
Regioselective reduction of epoxides and conjugated carbonyl compounds using zeolite supported zinc borohydride
Sreekumar,Padmakumar,Rugmini
, p. 5151 - 5154 (2007/10/03)
Zeolite supported zinc borohydride is a versatile catalyst for the regeoselective reduction of epoxides, conjugated ketones, and aldehydes to the corresponding alcohols in good yields.
Samarium(II) triflate as a new reagent for the grignard-type carbonyl addition reaction
Fukuzawa, Shin-Ichi,Mutoh, Keisuke,Tsuchimoto, Teruhisa,Hiyama, Tamejiro
, p. 5400 - 5405 (2007/10/03)
On treatment of a THF solution of Sm(OTf)3 with 1 equiv of an organolithium or organomagnesium reagent at ambient temperature, the purple or deep green solution of the divalent samarium triflate [Sm(OTf)2] was readily obtained. For this preparation, s-BuLi was the most effective as was evidenced by the reduction of 2-phenylethyl iodide in the presence of HMPA. The Sm(OTf)2 reagent mediated the Grignard-type reaction effectively in THF/HMPA; alkylation and allylation of ketones or aldehydes with alkyl, allyl, or benzyl halides proceeded via organosamarium intermediates. Diastereoselectivity of the samarium-Grignard reaction was examined using 2-methylcyclohexanone, 4-tert-butylcyclohexanone, and 2-phenylpropanal and was found to be higher in each case than that with SmI2. With 2-methylcyclohexanone, for example, Sm(OTf)2 gave the greatest ratio of axial alcohol:equatorial alcohol = 99:1, and SmI2 gave a ratio of 91:9. Halides containing an ester or a silyl group were reactive in the Reformatsky- or Peterson-type reaction, respectively, using the Sm(OTf)2 reagent.
