(1R,2S,5R)-(-)-薄荷基(S)-对甲苯亚磺酸酯合成路线 （共 50 条）
反应条件
1: 78 percent / Dicyclohexylcarbodiimide / CH2Cl2 / 0.33 h 2: 82 percent / Pyridine / CH2Cl2 / 1 h / Ambient temperature View Scheme
参考文献
Synthesis, , # 7 p. 584 - 586
反应条件
in N,N-dimethyl-formamide 24 h; Ambient temperature;
参考文献
Grossert, J. Stuart; Dubey, Pramod K.; Elwood, Tom
Canadian Journal of Chemistry, 1985 , vol. 63, p. 1263 - 1267
反应条件
1: 72 percent / diethyl ether / 1 h / 0 °C 2: 15 percent / t-BuLi / tetrahydrofuran / 15 h / -80 °C View Scheme
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Matsumura, Kazunori; Fujihara, Hisashi
Journal of Organic Chemistry, 1991 , vol. 56, # 22 p. 6341 - 6348
反应条件
1: N-(tert-butyloxycarbonyl)pyrrole With lithium diisopropyl amide in tetrahydrofuran; hexane T=-78°C; Metallation; 1.5 h; 2: (SS)-(-)-L-Menthyl toluene-p-sulfinate in tetrahydrofuran; hexane T=-78°C; Substitution; 17 h;
参考文献
Arai, Yoshitsugu; Masuda, Tsutomu; Masaki, Yukio
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1999 , # 15 p. 2165 - 2170
反应条件
1: With lithium hexamethyldisilazane in tetrahydrofuran T=-70°C; 2: With ammonium chloride in tetrahydrofuran; water
参考文献
Asensio, Amparo; Bravo, Pierfrancesco; Crucianelli, Marcello; Farina, Alessandra; Fustero, Santos; Soler, Juan Garcia; Meille, Stefano V.; Panzeri, Walter; Viani, Fiorenza; Volonterio, Alessandro; Zanda, Matteo
European Journal of Organic Chemistry, 2001 , # 8 p. 1449 - 1458
反应条件
in tetrahydrofuran T=-78 - 20°C; 5 h; Yield given. Yields of byproduct given;
参考文献
Davis, Franklin A.; Reddy, Rajarathnam E.; Szewczyk, Joanna M.; Reddy, G. Venkat; Portonovo, Padma S.; Zhang, Huiming; Fanelli, Dean; Reddy, R. Thimma; Zhou, Ping; Carroll, Patrick J.
Journal of Organic Chemistry, 1997 , vol. 62, # 8 p. 2555 - 2563
反应条件
lithium hexamethyldisilazane in tetrahydrofuran T=-78 - 20°C; multistep reaction; other reagents, solvent, temperature; Product distribution;
参考文献
Davis, Franklin A.; Reddy, Rajarathnam E.; Szewczyk, Joanna M.; Reddy, G. Venkat; Portonovo, Padma S.; Zhang, Huiming; Fanelli, Dean; Reddy, R. Thimma; Zhou, Ping; Carroll, Patrick J.
Journal of Organic Chemistry, 1997 , vol. 62, # 8 p. 2555 - 2563
反应条件
1: 1.) LiN(C3H7-i)2 / 1.) THF, hexane, -78 -> 0 deg C, 2 h, 2.) -78 deg C, 40 min. 2: 1.) n-butyllithium, 2.) HMPT / 1.) THF, hexane, -85 deg C, 30 min., 2.) -85 -> -10 deg C, 45 min., 3.) -10 deg C, 1 h 3: 10percent Na<Hg>, NaH2PO4 / methanol / 4 h / -20 °C View Scheme
参考文献
Annunziata, Rita; Cardani, Silvia; Gennari, Cesare; Poli, Giovanni
Synthesis, 1984 , # 8 p. 702 - 703
反应条件
1: diethyl ether / 0 °C 2: 25 percent / tetrahydrofuran / 15 h / -78 °C View Scheme
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Matsumura, Kazunori; Fujihara, Hisashi
Journal of Organic Chemistry, 1991 , vol. 56, # 22 p. 6341 - 6348
反应条件
n-butyllithium 1) hexane, C6H6, rt, 1 h; 2) hexane, C6H6, 1 h; 3) hexane, C6H6, reflux, 10 h; Yield givenMultistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Mikolajczyk, Marian; Perlikowska, Wieslawa; Omelanczuk, Jan; Cristau, Henri-Jean; Perraud-Darcy, Anne
Journal of Organic Chemistry, 1998 , vol. 63, # 26 p. 9716 - 9722
