(+)-3-甲基-2-丁醇合成路线 (共 15 条)
参考文献
Stevens; Higbee; Armstrong
Journal of the American Chemical Society, 1938 , vol. 60, p. 2659
反应条件
lithium aluminium tetrahydride; 3-O-cyclohexylmethyl-1,2-O-cyclohexylidene-α-D-glucofuranose in diethyl ether
2.5 h; HeatingLiAlH4 concentration effect on enantiomeric excess; reaction in presence of various amounts of EtOH; asymmetric reduction of ketones and isoelectronic ketone oximes with LiAlH4-3-O-cyclohexylmethyl-1,2-O-cyclohexylidene-α-D-glucofuranose complex; Product distribution;
参考文献
Landor, Stephen R.; Chan, Yuet M.; Sonola, Olutunji O.; Tatchell, Austin R.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 3 p. 493 - 496
反应条件
(R,R)-C6H12BH2(1-)*Li(1+)*OEt2; methyl iodide in diethyl ether
15 h; Ambient temperature;
参考文献
Masamune, Satoru; Kim, ByeongMoon; Petersen, John S.; Sato, Tsuneo; Veenstra, Siem J.; Imai, Toshiro
Journal of the American Chemical Society, 1985 , vol. 107, # 15 p. 4549 - 4551
反应条件
K 9-O-Ipc-9-BBNH in tetrahydrofuran
T=-78°C; 6 h; other chiral dialkylmonoalkoxyborohydrides, other ketones;
参考文献
Brown, Herbert C.; Park, Won Suh; Cho, Byung Tae
Journal of Organic Chemistry, 1986 , vol. 51, # 17 p. 3278 - 3282
反应条件
sodium hydroxide; 2-isopropylapoisopinocampheylborane; dihydrogen peroxide
1.) Et2O, -25 deg C; 2.) Et2O/MeOH, -25 deg C; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Dhokte, Ulhas P.; Brown, Herbert C.
Tetrahedron Letters, 1994 , vol. 35, # 27 p. 4715 - 4718
反应条件
chiral Cr(Salen)complex catalyst in toluene
T=20°C; 24 h; Title compound not separated from byproducts;
参考文献
Cozzi, Pier Giorgio; Kotrusz, Peter
Journal of the American Chemical Society, 2006 , vol. 128, # 15 p. 4940 - 4941
反应条件
1: With chiral Zn*salen complex
T=40°C; 2 h;
2: T=60°C; Further stages.;
参考文献
Li, Gao; Yu, Weibin; Ni, Jia; Liu, Taifeng; Liu, Yan; Sheng, Enhong; Cui, Yong
Angewandte Chemie - International Edition, 2008 , vol. 47, # 7 p. 1245 - 1249
反应条件
dihydrogen peroxide in methanol
quenching of borohydride soln., oxidizing with alkaline H2O2;
参考文献
Brown; Singaram; Cole
Journal of the American Chemical Society, 1985 , vol. 107, # 2 p. 460 - 464
反应条件
bis-(2-hydroxy-ethyl)-amine; B-chloro-diisopinocampheylborane
1) neat, room t., 12 days h; 2) ethyl ether, 2 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Brown, Herbert C.; Chandrasekharan, J.; Ramachandran, P. V.
Journal of the American Chemical Society, 1988 , vol. 110, # 5 p. 1539 - 1546
反应条件
sodium tetrahydroborate in dimethyl sulfoxide
10 h; Ambient temperature; Yield given;
参考文献
White, James D.; Theramongkol, Parinya; Kuroda, Chiaki; Engebrecht, Jeffrey R.
Journal of Organic Chemistry, 1988 , vol. 53, # 25 p. 5909 - 5921