383-70-0Relevant articles and documents
N-TFA-Gly-Bt-based stereoselective synthesis of substituted 3-amino tetrahydro-2 h-pyran-2-ones via an organocatalyzed cascade process
Han, Liuqing,Li, Ke,Mei, Tao,Qu, Jingping,Song, Yuming,Sun, Yali,Xu, Haitong
, (2019)
Chiral-substituted 3-amino tetrahydro-2H-pyran-2-ones were prepared in excellent enantioselectivities (up to 99percent ee) via an organo-catalyzed cascade procedure with N-TFA-Gly-Bt and α,β-unsaturated aldehydes as the substrates. The corresponding tetra
BF3·OEt2-TFAA Mediated Tetra-Functionalization of Amino Acids-Synthesis of Di-and Tri-Substituted 2-Trifluoromethyl Oxazoles in One Pot
Karuppusamy, Velusamy,Ilangovan, Andivelu
, p. 7147 - 7151 (2020)
A highly efficient, TFAA-BF3·OEt2 mediated multicomponent coupling of amino acid, TFAA, and aromatics provides a broad library of 2-Trifluoromethyl equipped 2,5-disubstituted/2,4,5-Trisubstituted oxazoles or N-(trifluoroacetyl)-β-Aminoalkyl ketones. This amino acid tetra-functionalization approach involves amidation (C-N), anhydride (C-O), Friedel-Crafts acylation (C-C), and Robinson-Gabriel annulation (C-O) followed by dehydrative aromatization. This reaction takes place under operationally simple, mild, and metal-free conditions using readily available amino acids and aromatic compounds.
SYNTHESIS OF (2S,3R,4R)-4,5-DIHYDROXYISOLEUCINE AND DERIVATIVES
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Page/Page column 23-24, (2019/10/19)
The invention relates to a method for the preparation of a 4,5-dihydroxyisoleucine derivative comprising the steps of asymmetric Claisen rearrangement of a Z-aminocrotyl-glycin ester and subsequent kinetic resolution of the product diastereomer mix by acylase, and subsequent Sharpless dihydroxylation of the resulting 2-amino-3-methylpent-4-enoicacid derivative.
The: Ortho -substituent on 2,4-bis(trifluoromethyl)phenylboronic acid catalyzed dehydrative condensation between carboxylic acids and amines
Wang, Ke,Lu, Yanhui,Ishihara, Kazuaki
supporting information, p. 5410 - 5413 (2018/05/30)
2,4-Bis(trifluoromethyl)phenylboronic acid is a highly effective catalyst for dehydrative amidation between carboxylic acids and amines. Mechanistic studies suggest that a 2:2 mixed anhydride is expected to be the only active species, and the ortho-substituent of boronic acid plays a key role in preventing the coordination of amines to the boron atom of the active species, thus accelerating the amidation. This catalyst works for α-dipeptide synthesis.