Trichosporon cutaneum-promoted deracemization of (±)-2-hydroxindan-1-one: a mechanistic study

Synthesis of 4,4′-biquinazoline alcohols as chiral catalysts in enantioselective alkynylation of aldehydes with phenyl acetylene

“…The potential utility of this technique has been aptly illustrated in the literature by numerous examples in different fields of organic chemistry. [20][21][22][23] In this context, in order to reach the targeted compounds, we selected appropriate (S)-2-acetoxycarboxylic acid chlorides 14,15,[24][25][26] and 2-aminobenzamide as key templates. Enantiomerically pure (S)-2-acetoxycarboxylic acids 3a-e were converted into (S)-2-acetoxycarboxylic acid chlorides by treatment of SOCl 2 , and reacted with 2-aminobenzamide to yield the corresponding amides 4a-e (Scheme 1).…”

“…The final difference Fourier maps showed no peaks of chemical significance. Crystal data for 2c: C 26 1.19 mg/m 3 ; absorption coefficient: 0.076 mm À1 ; F(0 0 0): 920; h range for data collection 2.1-30.5°; refinement method: fullmatrix least-square on F 2 ; data/parameters: 3712/148; goodnessof-fit on F 2 : 1.017; final R indices [I > 2r(I)]: R 1 = 0.078, wR 2 = 0.166; R indices (all data): R 1 = 0.178, wR 2 = 0.212; largest diff. peak and hole: 0.159 and À0.161 e Å À3 ; CCDC-743971.…”

Recent progress in biocatalysis for asymmetric oxidation and reduction

“…Reduction of 1,2-indandione by Trichosporon cutaneum accompanying deracemization of alcohol group 97,98. …”

Asymmetric Oxidation of Enol Derivatives to α-Alkoxy Carbonyls Using Iminium Salt Catalysts: A Synthetic and Computational Study

“…2-Hydroxy-2,3-dihydro-1H-inden-1-one 19. 69 Prepared according to the general procedure for protecting group removal using 1-oxo-2,3-dihydro-1H-inden-2-yl acetate (0.15 g, 0.8 mmol) and camphorsulfonic acid (0.20 g, 0.9 mmol) to give 2-hydroxy-2,3-dihydro-1Hinden-1-one (0.1 g, 86%). ν max (film)/cm −1 : 3414, 2923, 1718, 1609.…”

“…mp 71−72 °C [lit. 69 1-(2,4,5-Trimethoxyphenyl)propan-1-one 25. 73 1-(2,4,5-Trimethoxyphenyl)propan-1-ol 24 (1.0001 g, 4.42 mmol) was dissolved in dichloromethane (5 mL), and MnO 2 (3.84 g, 44.2 mmol, 10 equiv) was added in one portion.…”