- N-Hydroxyphthalimide-catalyzed chemoselective intermolecular benzylic C-H amination of unprotected arylalkanols
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N-Hydroxyphthalimide-catalyzed chemoselective benzylic C(sp3)-H amination of unprotected arylalkanols using bis(2,2,2-trichloroethyl)azodicarboxylate has been developed. The use of 1,1,1,3,3,3-hexafluoropropan-2-ol as a solvent plays a critical role in chemoselectivity. The conversion of an aminated product to the corresponding free amino alcohol was also demonstrated.
- Shibuya, Masatoshi,Orihashi, Takayuki,Li, Yamei,Yamamoto, Yoshihiko
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supporting information
p. 8742 - 8745
(2021/09/07)
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- Origin of and a Solution for Uneven Efficiency by Cinchona Alkaloid-Derived, Pseudoenantiomeric Catalysts for Asymmetric Reactions
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Cinchona alkaloid-derived chiral catalysts represent one of the most widely applied classes of organocatalysts, which have been successfully utilized in the promotion of a wide variety of asymmetric reactions. Cinchona alkaloids exist in nature as pseudoe
- Hu, Bin,Bezpalko, Mark W.,Fei, Chao,Dickie, Diane A.,Foxman, Bruce M.,Deng, Li
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supporting information
p. 13913 - 13920
(2018/10/20)
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- Synthesis of 1,4-amino alcohols by Grignard reagent addition to THF and N-tosyliminobenzyliodinane
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The synthesis of 1,4-amino alcohols from THF treated with N-tosyliminobenzyliodinane (PhINTs) followed by a Grignard reagent under mild reaction conditions at room temperature is described herein. Various Grignard reagents were shown to be compatible, furnishing the corresponding 4-substituted-N-1,4-tosylamino alcohols in good to excellent yields. A partial or full detosylation of the N-tosyl-1,4-amino alcohol was observed in instances involving a sterically bulky Grignard reagent, leading to the deprotected 1,4-amino alcohol product in moderate to good yields. The synthetic utility of this protocol was demonstrated by the synthesis of a 5-substituted-N-tosyl-1,5-amino alcohol from THP and the conversion of two examples to their corresponding γ-lactam and pyrrolidine adducts.
- Tejo, Ciputra,See, Yang Feng Anders,Mathiew, Mitch,Chan, Philip Wai Hong
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supporting information
p. 844 - 848
(2016/01/15)
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- BRANCHED OXATHIAZINE DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, USE THEREOF AS MEDICINE AND DRUG CONTAINING SAID DERIVATIVES AND USE THEREOF
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The invention relates to compounds of formula (I) and to the physiologically compatible salts thereof. Said compounds are suitable, for example, for treating hyperglycemia.
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Paragraph 0293
(2014/02/15)
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- Synthesis of 2-substituted pyrrolidines from nitriles
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A novel and synthetically facile production of 2-substituted pyrrolidines from commercially available nitriles is reported herein. This methodology is operationally simple, and only requires the use of an extraction and a single chromatographic purificati
- Ramachandran, P. Veeraraghavan,Mitsuhashi, Wataru,Nicponski, Daniel R.
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supporting information
p. 5001 - 5003
(2013/08/28)
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- Convenient synthesis of stable aldimine - Borane complexes, chiral δ-amino alcohols, and γ-substituted GABA analogues from nitriles
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A one-pot synthesis of stable aldimine-trialkylborane adducts, the first synthesis of C- and N-deuterated imine-borane complexes, and their application for a highly enantioselective (84-99% ee) synthesis of δ-amino alcohols and γ-substituted γ-aminobutyri
- Ramachandran, P. Veeraraghavan,Biswas, Debanjan
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p. 3025 - 3027
(2008/02/10)
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- Phosphinylalkanoyl imino acids
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Phosphinylalkanoyl imino acids useful in the treatment of hypertension are disclosed.
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