《Enantioselective [3+2] annulation of isatin-derived MBH-carbonates and 3-nitroindoles enabled by a bifunctional DMAP-thiourea》 was written by Mei, Ming-Shun; Wang, Yu-Hui; Hu, Qing; Li, Qing-Hua; Shi, Da-Yu; Gao, Dingding; Ge, Guangbo; Lin, Guo-Qiang; Tian, Ping. Category: alcohols-buliding-blocks And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:
A highly enantioselective [3+2] annulation of isatin-derived Morita-Baylis-Hillman (MBH) carbonates I (R = Me, Bn, prop-2-en-1-yl, (tert-butoxy)carbonyl; R1 = methoxycarbonyl, ethoxycarbonyl, cyano; R2 = H, Me, Cl, F, etc; R3 = H, Br; R4 = H, Me, F, Br) and 3-nitroindoles II (R5 = (4-tert-butylphenyl)carbonyl, Bz, Ts, (naphthalen-1-yl)carbonyl, etc; X = CH, N) was enabled by a chiral DMAP-thiourea bifunctional catalyst III, affording the corresponding polycyclic spirooxindoles IV bearing three consecutive stereocenters with good to excellent yields and enantioselectivities. Transformations of the annulation product were subsequently elaborated and the preliminary biol. assays demonstrated that these artificial spirooxindoles potentially inhibited pancreatic lipase in a dose-dependent manner. In the experimental materials used by the author, we found Oxetan-3-ol(cas: 7748-36-9Category: alcohols-buliding-blocks)
Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts