93-56-1 (苯基乙二醇,rac Styrene Glycol)

_100%

反应条件：

1.1 Reagents: Hydrogen peroxide Catalysts: 2,2,2-Trifluoro-1-phenylethanone Solvents: Acetonitrile , tert-Butanol , Water ; 3 - 18 h, rt
1.2 Reagents: Thiourea ; 18 h, rt

参考文献：

Organocatalytic Synthesis of Thiiranes from Alkenes

Tsoukaki, Anna; Skolia, Elpida; Triandafillidi, Ierasia; Kokotos, Christoforos G., European Journal of Organic Chemistry, 2022, 2022(34),

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Water , Oxygen Catalysts: Barium(2+), pentaaqua-, (SP-4-1)-bis[2,5-pyridinedicarboxylato(2-)-κN1,κO2]cupra… Solvents: Acetonitrile ; 2 h, 40 °C

参考文献：

Heterometallic Metal-Organic Frameworks That Catalyze Two Different Reactions Sequentially

Saha, Debraj; Hazra, Dipak K.; Maity, Tanmoy; Koner, Subratanath, Inorganic Chemistry, 2016, 55(12), 5729-5731

合成路线：1 步

224321-19-1

_100%

反应条件：

1.1 Reagents: Formic acid , Triethylamine Catalysts: Stereoisomer of chloro[4-methyl-N-[(1S,2S)-2-[(R)-[4-[(1,2,3,4,5,6-η)-4-methylph… ; 2 h, 60 °C

参考文献：

Preparation of ruthenium-diamine complexes as asymmetric reduction catalysts

, World Intellectual Property Organization, , ,

合成路线：1 步

1074-12-0

_100%

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Ethanol ; 1 h, 0 °C → rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; rt

参考文献：

One-pot synthesis of enantiomerically pure 1,2-diols: asymmetric reduction of aromatic α-oxo aldehydes catalyzed by Candida parapsilosis ATCC 7330

Mahajabeen, Pula; Chadha, Anju, Tetrahedron: Asymmetry, 2011, 22(24), 2156-2160

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Water Solvents: Acetone ; 2 h, rt

参考文献：

Epoxide Ring-Opening Reactions with Mesoporous Silica-Supported Fe(III) Catalysts

Das, Sayantani; Asefa, Tewodros, ACS Catalysis, 2011, 1(5), 502-510

合成路线：1 步

1603-79-8

_100%

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Methanol ; 10 min, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ; pH 6, rt

参考文献：

Reduction of aromatic and aliphatic keto esters using sodium borohydride/MeOH at room temperature: a thorough investigation

Kim, Juryoung; De Castro, Kathlia A.; Lim, Minkyung; Rhee, Hakjune, Tetrahedron, 2010, 66(23), 3995-4001

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Water Catalysts: Sulfuric acid, monododecyl ester, zirconium(4+) salt (4:1) ; 7 min, reflux

参考文献：

An Environmentally Benign Catalytic Method for Efficient and Selective Nucleophilic Ring Opening of Oxiranes by Zirconium Tetrakis(dodecyl Sulfate)

Jafarpour, Maasoumeh; Rezaeifard, Abdolreza; Aliabadi, Marzieh, Helvetica Chimica Acta, 2010, 93(3), 405-413

合成路线：1 步

850468-42-7

_100%

反应条件：

1.1 Reagents: Amberlyst 15 Solvents: Methanol ; 3 h, rt

参考文献：

Novel formal synthesis of stereospecifically C-6 deuterated D-glucose employing configurationally stable alkoxymethyllithiums

Kapeller, Dagmar C.; Hammerschmidt, Friedrich, Tetrahedron, 2010, 66(3), 591-598

合成路线：1 步

_100%

反应条件：

1.1 Reagents: Water Catalysts: Methanesulfonic acid, 1,1,1-trifluoro-, erbium(3+) salt (3:1) Solvents: Acetonitrile ; 30 min, 25 °C

参考文献：

Erbium(III) triflate is a highly efficient catalyst for the synthesis of β-alkoxy alcohols, 1,2-diols and β-hydroxy sulfides by ring opening of epoxides

Dalpozzo, Renato; Nardi, Monica; Oliverio, Manuela; Paonessa, Rosina; Procopio, Antonio, Synthesis, 2009, (20), 3433-3438

合成路线：1 步

582-24-1

_100%

反应条件：

1.1 Reagents: Hydrogen Catalysts: [N-[(1S,2S)-2-(Amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN][(1,… Solvents: Methanol ; 16 h, 100 atm, 50 °C

参考文献：

Sulfonate hydrogenation catalyst and method of producing alcohol compound using the same

, United States, , ,

合成路线：1 步

1133931-92-6

_100%

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 2 h, 70 °C
1.2 Reagents: Acetone

参考文献：

Enantiopure Chiral (2,4,6-Triisopropylbenzoyl)oxy-[D1]methyllithium: Configurational Stability, Reactions, and Mechanistic Studies

Kapeller, Dagmar C.; Hammerschmidt, Friedrich, Journal of Organic Chemistry, 2009, 74(6), 2380-2388

合成路线：1 步

582-24-1

_100%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Ruthenium(1+), (η6-benzene)chloro[1,1′-[(4S)-2,2,2′,2′-tetramethyl[4,4′-bi-1,3-b… Solvents: Ethanol ; 12 h, 3 MPa, 60 °C; 60 °C → rt

参考文献：

Asymmetric hydrogenation of α-hydroxy ketones: a reaction sensitive toward electronic effect of substrates

Xu, Hui; Meng, Qing-Hua; Zhang, Zhao-Guo, Chinese Journal of Chemistry, 2008, 26(9), 1656-1658

合成路线：1 步

4358-87-6

_100%

反应条件：

1.1 Reagents: Potassium tert-butoxide Catalysts: 1,1′-[2-[(Diphenylphosphino)methyl]-2-methyl-1,3-propanediyl]bis[1,1-diphenylpho… , Dichloro[(1,2,5,6-η)-1,5-cyclooctadiene]ruthenium Solvents: Methanol ; 14 h, 3 MPa, 110 °C

参考文献：

Method for producing alcohol by catalytic hydrogenation of lactone or carboxylic acid ester in liquid phase

, World Intellectual Property Organization, , ,

合成路线：1 步

_100%

反应条件：

1.1 Reagents: N-methylmorpholine N-oxide Catalysts: Osmium, [2,3-dimethyl-1-[tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl… Solvents: Acetone , tert-Butanol , Water ; 36 h, rt; rt → 20 °C

参考文献：

Fluorous osmium tetraoxide (FOsO4). A recoverable and reusable catalyst for dihydroxylation of olefins

Huang, Yangen; Meng, Wei-Dong; Qing, Feng-Ling, Tetrahedron Letters, 2004, 45(9), 1965-1968

合成路线：1 步

_100%

反应条件：

1.1 Reagents: N-methylmorpholine N-oxide Catalysts: Sodium carbonate (hydrotalcite-like reaction product with metal salts) , Aluminum chloride (hydrotalcite-like reaction product with metal salts) , Cupric chloride (hydrotalcite-like reaction product with metal salts) , Osmium trichloride (hydrotalcite-like reaction product with metal salts) Solvents: Toluene , Water ; 6 h, 60 °C

参考文献：

The Os/Cu-Al-hydrotalcite catalyzed hydroxylation of alkenes

Friedrich, Holger B.; Govender, Mayashree; Makhoba, Xolani; Ngcobo, T. Dennis; Onani, Martin O., Chemical Communications (Cambridge, 2003, (23), 2922-2923

合成路线：1 步

_100%

反应条件：

1.1 Catalysts: Divinylbenzene-styrene copolymer (acylated, reduced, and sulfonated) Solvents: Water ; 30 min, 40 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water

参考文献：

Hydrophobic, low-loading and alkylated polystyrene-supported sulfonic acid for several organic reactions in water: remarkable effects of both the polymer structures and loading levels of sulfonic acids

Iimura, Shinya; Manabe, Kei; Kobayashi, Shu, Organic & Biomolecular Chemistry, 2003, 1(14), 2416-2418

合成路线：1 步

_100%

反应条件：

1.1 Catalysts: Osmium tetroxide , 6-[[(8α,9R)-9-[[4-[[(8α,9R)-10,11-Dihydro-6′-methoxycinchonan-9-yl]oxy]-1-phthal…

参考文献：

Asymmetric dihydroxylation using heterogenized cinchona alkaloid ligands on mesoporous silica

Lee, H. M.; Kim, S.-W.; Hyeon, T.; Kim, B. M., Tetrahedron: Asymmetry, 2001, 12(11), 1537-1541

合成路线：1 步

_99%

反应条件：

1.1 Reagents: Water ; 4 h, rt → 60 °C

参考文献：

Thermal Safety and Structure-Related Reactivity Investigation of Five-Membered Cyclic Sulfamidates

Ferrari, Thomas ; Blum, Caitlin ; Amini-Rentsch, Lara; Brodard, Pierre; Dabros, Michal ; et al, Organic Process Research & Development, 2022, 26(9), 2614-2623

合成路线：1 步

4427-92-3

_99%

反应条件：

1.1 Reagents: Hydrogen Catalysts: Potassium tert-butoxide , Manganese(1+), tricarbonyl[N-[2-(diphenylphosphino-κP)ethyl]-2-pyridinemethanami… Solvents: 1,4-Dioxane ; 16 h, 50 bar, rt → 140 °C

参考文献：

Hydrogenation of CO2-Derived Carbonates and Polycarbonates to Methanol and Diols by Metal-Ligand Cooperative Manganese Catalysis

Zubar, Viktoriia; Lebedev, Yury ; Azofra, Luis Miguel ; Cavallo, Luigi ; El-Sepelgy, Osama ; et al, Angewandte Chemie, 2018, 57(41), 13439-13443

合成路线：1 步

_99%