HPLC of Formula: 20880-92-6On March 23, 2022, Wang, Xuyong; Tong, Wen-Yan; Huang, Bing; Cao, Si; Li, Yunlong; Jiao, Jingchao; Huang, Hang; Yi, Qiu; Qu, Shuanglin; Wang, Xi published an article in Journal of the American Chemical Society. The article was 《Convergent Synthesis of 1,4-Dicarbonyl Z-Alkenes through Three-Component Coupling of Alkynes, α-Diazo Sulfonium Triflate, and Water》. The article mentions the following:
A general protocol for the convergent synthesis of 1,4-dicarbonyl Z-alkenes RC(O)C(R1)=CHR2 (R = Ph, 4-methoxyphenyl, thiophene-2-yl, 2-chloropyridin-4-yl, etc.; R1 = Me, t-Bu, cyclohexyl, etc.; R2 = acetyl, ethoxycarbonyl, benzoyl, etc.) form alkynes RCCR1 using α-diazo sulfonium triflate (CH3)2S+C(=N2)(R2)O-S(O)2CF3 and water was reported. The C=O, C=C, and C-H bonds are formed under mild conditions with a wide range of functional groups tolerated. The reaction exhibits excellent Z-selectivity and complete regioselectivity. The resulting 1,4-dicarbonyl Z-alkenes can smoothly undergo follow-up conversion to a variety of heteroaromatic scaffolds e.g., I. Moreover, the reaction also provides a facile access to the corresponding deuterated Z-alkenes RC(O)C(R1)=CDR2 and deuterated heteroarenes II with a high level of deuterium incorporation (90-97% D-inc.) by directly using D2O, thus rendering the method highly valuable. The comprehensive mechanistic studies indicate that a free carbyne radical intermediate is formed via the photocatalytic single electron transfer process, and KH2PO4 plays a crucial role in significant improvements on yield and selectivity based on d.-functional theory calculations, providing a new direction for radical coupling reactions of diazo compounds In the experiment, the researchers used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6HPLC of Formula: 20880-92-6)
((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-II (CA-II).HPLC of Formula: 20880-92-6 And it is used as chiral auxiliaries in Michael and Aldol addition reactions.
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