77520-16-2Relevant academic research and scientific papers
Synthesis of enantiomerically pure (R)-2-cycloalken-1-ols using highly enantioselective enzymatic transesterification
Fukazawa,Hashimoto
, p. 2323 - 2326 (1993)
Optically pure (R)-2-cycloalken-1-ols were synthesized via highly enantioselective lipase-catalyzed transesterification of 2-substituted cycloalkanols.
Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols
Ingle, Gajendrasingh,Mormino, Michael G.,Antilla, Jon C.
supporting information, p. 5548 - 5551 (2015/02/19)
A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aroma
Highly enantioselective kinetic resolution of trans-2-(phenylthio) cyclohexanol derivatives by immobilized Candida antartica B lipase
Chimni, Swapandeep Singh,Kaur, Kirandeep,Bala, Neeraj
, p. 67 - 74 (2013/10/22)
Candida antartica B (immobilized CAL-B) mediated resolutions of trans-2-(phenylthio)cyclohexanol derivatives using vinyl acetate as acylating agent and MTBE as solvent provide excellent enantioselectivity (up to >99%) and high yield of both the enantiomer
Efficient and enantioselective kinetic resolution of cyclic β-hydroxy sulfides by chiral 1,2-diamine catalyzed asymmetric acylation
Kawamata, Yoshiyuki,Oriyama, Takeshi
experimental part, p. 382 - 384 (2010/07/06)
Kinetic resolution of cyclic β-hydroxy sulfides has been achieved by reaction with benzoyl chloride in the presence of a catalytic amount (0.1 mol %) of a chiral 1,2-diamine combined with triethylamine. This reaction affords the corresponding benzoates and unreacted alcohols with excellent enantioselectivities.
Catalytic asymmetric ring-opening reaction of meso-epoxides with aryl selenols and thiols catalyzed by a heterobimetallic gallium-titanium-salen complex
Sun, Jiangtao,Yang, Minghua,Yuan, Fang,Jia, Xuefeng,Yang, Xia,Pan, Yi,Zhu, Chengjian
supporting information; experimental part, p. 920 - 930 (2009/11/30)
A chiral heterobimetallic Lewis acid complex has been developed as an efficient catalyst. The enantioselective desymmetrization of meso-epoxides with aryl selenols and thiols catalyzed by the heterobimetallic complex has been optimized. The optically active β-arylseleno alcohols and β-hydroxy sulfides were obtained in good yields and high enantioselec- tivities (up to 97% ee and 92% ee, respectively). A strong synergistic effect between different Lewis acids was exhibited in the catalytic process. & copy; 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
Enantioselective ring-opening reaction of meso-epoxides with ArSH catalyzed by heterobimetallic Ti-Ga-Salen system
Sun, Jiangtao,Yuan, Fang,Yang, Minghua,Pan, Yi,Zhu, Chengjian
experimental part, p. 548 - 551 (2009/04/14)
The enantioselective ring-opening reaction of meso-epoxides with aryl thiols catalyzed by a chiral heterobimetallic Ti-Ga-Salen complex was realized, and the 1,2-mercapto alcohols were obtained in good yields and moderate to high enantioselectivities (up
Salan-vanadium catalyzed enantioselective desymmetrization of meso-epoxides with aromatic thiols
Sun, Jiangtao,Gu, Weijin,Huang, Yijun,Pan, Xu,Zhu, Chengjian
experimental part, p. 329 - 331 (2010/04/23)
The first example of salan-vanadium catalyzed enantioselective ring-opening of meso-epoxides has been reported, which furnished β-hydroxy sulfides in good yields and moderate enantioselectivities.
Synthesis of an enantiomerically pure aminoisoquinocarbazole with antiarrhythmic activity via lipase-catalyzed enantioselective transesterification
Fukazawa, Tetuya,Shimoji, Yasuo,Hashimoto, Toshihiko
, p. 1649 - 1658 (2007/10/03)
Enantiomerically pure (R)-2-cyclohexen-1-ol 5 was prepared via lipase- catalyzed enantioselective transesterification of 2-substituted cyclohexanol, and stereospecifically converted to (-)-(2-cyclohexenyl)acetic acid 4. Enantiomerically pure aminoisoquinocarbazole 1 (RS-2135) was synthesized stereoselectively from 4, using an intramolecular Diels-Alder reaction and Curtius rearrangement.
HIGHLY ENANTIO- AND DIASTEREOSELECTIVE REDUCTION OF SULFUR-FUNCTIONALIZED CYCLIC KETONES WITH BAKER'S YEAST
Fujisawa, Tamotsu,Yamanaka, Kengo,Mobele, Bingidimi I.,Shimizu, Makoto
, p. 399 - 400 (2007/10/02)
Baker's yeast reduction of 2-phenylthiocyclopentanone, 2-phenylthiocyclohexanone, and 2-phenylthio-2-cyclopentenone affords the corresponding (1S,2R)-2-phenylthiocycloalkanols in optically pure form and excellent diastereomeric excess.
