Enantioselective aldol reactions with masked fluoroacetates
作者： Jakub Saadi , Helma Wennemers
DOI: 10.1038/NCHEM.2437
关键词:
摘要: Enantioselective aldol reactions with fluoroacetate would enable access to numerous fluorinated analogues of therapeutically important compounds but have been a long-standing unsolved challenge. Now, bioinspired fluoromalonic acid half thioesters (F-MAHTs) devised and allow for highly stereoselective aldehydes under mild organocatalytic conditions.
nature.com
harvard.edu
sci-hub.se 参考文章(37)
Rainer Mahrwald, Modern methods in stereoselective aldol reactions Wiley-VCH. ,(2013)
Iwao Ojima, Fluorine in medicinal chemistry and chemical biology Wiley. ,(2009) , 10.1002/9781444312096
John T. Welch, K. Seper, S. Eswarakrishnan, J. Samartino, PREPARATION OF ALPHA-FLUOROENOLATES AND THEIR USE IN THE DIRECTED ALDOL REACTION Journal of Organic Chemistry. ,vol. 49, pp. 4720- 4721 ,(1984) , 10.1021/JO00198A027
Yukihiro Arakawa, Sven P. Fritz, Helma Wennemers, Organocatalytic Stereoselective Synthesis of Acyclic γ-Nitrothioesters with All-Carbon Quaternary Stereogenic Centers Journal of Organic Chemistry. ,vol. 79, pp. 3937- 3945 ,(2014) , 10.1021/JO500403Q
K. Muller, C. Faeh, F. Diederich, Fluorine in Pharmaceuticals: Looking Beyond Intuition. Science. ,vol. 317, pp. 1881- 1886 ,(2007) , 10.1126/SCIENCE.1131943
Takeru Furuya, Adam S. Kamlet, Tobias Ritter, Catalysis for fluorination and trifluoromethylation Nature. ,vol. 473, pp. 470- 477 ,(2011) , 10.1038/NATURE10108
Chaitan Khosla, Daniel Herschlag, David E. Cane, Christopher T. Walsh, Assembly Line Polyketide Synthases: Mechanistic Insights and Unsolved Problems Biochemistry. ,vol. 53, pp. 2875- 2883 ,(2014) , 10.1021/BI500290T
Russell J. Linderman, David M. Graves, Oxidation of fluoroalkyl-substituted carbinols by the Dess-Martin reagent The Journal of Organic Chemistry. ,vol. 54, pp. 661- 668 ,(1989) , 10.1021/JO00264A029
S. Krautwald, D. Sarlah, M. A. Schafroth, E. M. Carreira, Enantio- and Diastereodivergent Dual Catalysis: α-Allylation of Branched Aldehydes Science. ,vol. 340, pp. 1065- 1068 ,(2013) , 10.1126/SCIENCE.1237068
B. Rigo, D. Fasseur, P. Cauliez, D. Couturier, Reaction of trimethylsilyl derivatives with Meldrum's acid : A new and easy monofunctionalization of malonic acid Tetrahedron Letters. ,vol. 30, pp. 3073- 3076 ,(1989) , 10.1016/S0040-4039(00)99406-1