- Mitsunobu Reaction
-
Mitsunobu Reaction
O. Mitsunobu et al., Bull. Chem. Soc. Japan 40, 935 (1967); O. Mitsunobu, Y. Yamada, ibid. 2380.
Condensation of alcohols and acidic components (NuH) on treatment with dialkyl azodicarboxylates and trialkyl- or triarylphosphines occurring primarily with inversion of configuration via the proposed intermediary oxyphosphonium salts:
Methods development: R. F. C. Brown et al., Tetrahedron 50, 5469 (1994); T. Tsunoda et al., Tetrahedron Letters 40, 7355 (1999); J. C. Pelletier, S. Kincaid, ibid. 41, 797 (2000). Synthetic applications: M. A. Poelert et al., Rec. Trav. Chim. 113, 355 (1994); A. Viso et al., Tetrahedron Letters 41, 407 (2000); H. Schedel et al., Tetrahedron Asymmetry 11, 2125 (2000). Solid-phase synthesis: S. R. Chhabra et al., Tetrahedron Letters 41, 1099 (2000); F. Zaragoza, H. Stephensen, ibid. 2015; P.-P. Kung, E. Swayze, ibid. 40, 5651 (1999). Mechanism: T. Watanabe et al., Chirality 12, 346 (2000). Reviews: O. Mitsunobu, Synthesis 1981, 1-28; D. L. Hughes, Org. React. 29, 1-162 (1983); D. L. Hughes, Organic Preparations and Procedures Int. 28, 127-164 (1996); J. A. Dodge, S. A. Jones, Recent Res. Dev. Org. Chem. 1, 273-283 (1997).
Prev: Pfitzner-Moffatt Oxidation
Next: Milas Hydroxylation of Olefins - 【Back】【Close 】【Print】【Add to favorite 】
- Related information
- Reaction routes of Metronidazole
- Reaction Kettle_008
- Production of 4-(2-Bromo-2-propenyl)-4-methyl-γ-butyrolactone by the Reaction of Ethyl levulinate with (2-bromoallyl)diisopropoxyborane
- Double Hydroxylation Reaction: 16α-Methylcortexolone
- Diels-Alder reaction: (1S-endo)-3-(Bicyclo[2.2.1]hept-5-en-2-ylcarbonyl)-2-oxazolidinone
- 4-(2-Bromo-2-propenyl)-4-methyl-gamma-butyrolactone: from the reaction of Ethyl levulinate and (2-Bromoallyl)diisopropoxyborane
- Synthesis of trans-4,4'-Dibromostilbene by a Double Heck Reaction of (Arylazo)amines with Vinyltriethoxysilane
- Single Displacement Reactions
- Reaction Design
- Chemical Reaction Stoichiometry (CRS, Tutorial, Java Applet, and Resources)
-
Health and Chemical more >
-
Hot Products
- 1587-20-8 1,2,3-Propanetricarboxylicacid, 2-hydroxy-, 1,2,3-trimethyl ester
- 1779-49-3 Phosphonium,methyltriphenyl-, bromide (1:1)
- 1314-06-3 Nickel oxide
- 1327-52-2 arsenic acid
- 73003-90-4 5-(2,5-DIOXOTETRAHYDROFURYL)-3-METHYL-3-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDE
- 68956-41-2 Fatty acids, tall-oil, reaction products with 2-amino-2-methyl-1-propanol
- 33507-63-0 Substance P
- 82428-30-6 3,4-Epoxycyclohexylmethyl methacrylate
- 24630-67-9 Dimethyl hydroxymethylphosphonate
- 1450881-55-6 SAR-20347
- 2344-80-1 Silane,(chloromethyl)trimethyl-
- 53528-53-3 Human growth hormone (1-134)