Catalyst-controlled reversal of chemoselectivity in acylation of 2-aminopentane-1,5-diol derivatives.
نویسندگان
چکیده
Highly chemo- and regioselective acylation of 2-aminopentane-1,5-diol derivatives has been achieved by organocatalysis. An acyl group can be chemoselectively introduced onto the sterically hindered secondary hydroxy group in the presence of the primary one by virtue of the molecular recognition event of the catalyst.
منابع مشابه
Solvent-free synthesis of novel para-menthane-3,8-diol ester derivatives from citronellal using a polymer-supported scandium triflate catalyst
The use of natural resources as a chemical feedstock for the synthesis of added-value products is gaining interest; as such we report an environmentally friendly method for the synthesis of para-menthane-3,8-diol from natural citronellal oil in 96% yield, under solvent free aqueous conditions. The acylation of para-menthane-3,8-diol with various acid anhydrides over polymer-supported scandium t...
متن کاملPreparation of 1,5-diaryl-3-(arylamino)-1H-pyrrol- 2(5H)-one derivatives using 1-methylpiperidinium hydrogen sulfate as an efficient catalyst
A highly efficient and environmentally friendly synthesis of various 1,5-diaryl-3-(arylamino)-1H-pyrrol-2(5H)-ones catalyzed by 1-methylpiperidinium hydrogen sulfate via one-pot cyclo-condensation reaction ofaldehydes, amines and ethyl 2-oxopropanoate under ambient conditions has been explored. The presentmethodology offers several advantages such as good yields, simple procedure, shorter react...
متن کاملSynthesis of 4-(trifluoromethyl) coumarins using nano sulfated-titania as solid acid catalyst under solvent-free conditions
Nano sulfated titania was tested as solid acid heterogeneous catalyst for the synthesis of 4-(Trifluoromethyl) coumarin and coumarin derivatives under solvent-free condition. Factorial design evidenced a positive effect of reaction temperature, amount of catalyst, and solvents. This nano-sized sulfated titania has been prepared by a sol-gel hydrothermal process. The prepared sulfated titania s...
متن کاملConsecutive reactions with sulfoximines: a direct access to 2-sulfonimidoylylidene tetrahydrofurans and 6-sulfonimidoylmethyl- 3,4-dihydro-2H-pyrans
2-Sulfonimidoylylidene tetrahydrofurans and 5-vinyl-2-sulfonimidoylylidene tetrahydrofurans were readily synthesized via a consecutive acylation/SN2 sequence with total regioand chemoselectivity from Johnson’s sulfoximine derivatives. The same consecutive reaction could also be applied to the expeditious synthesis of 6-sulfonimidoylmethyl-3,4-dihydro-2H-pyrans. © 2012 Elsevier Science. All righ...
متن کاملSynthesis of 4-(trifluoromethyl) coumarins using nano sulfated-titania as solid acid catalyst under solvent-free conditions
Nano sulfated titania was tested as solid acid heterogeneous catalyst for the synthesis of 4-(Trifluoromethyl) coumarin and coumarin derivatives under solvent-free condition. Factorial design evidenced a positive effect of reaction temperature, amount of catalyst, and solvents. This nano-sized sulfated titania has been prepared by a sol-gel hydrothermal process. The prepared sulfated titania s...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Chemical communications
دوره 48 55 شماره
صفحات -
تاریخ انتشار 2012