Stereoselective aldol condensations via boron enolates

DA Evans, JV Nelson, E Vogel…

文献索引：Evans,D.A.; Nelson,J.V.; Vogel,E. Journal of the American Chemical Society, 1981 , vol. 103, p. 3099

被引用次数: 626

摘要

Abstract: A detailed investigation of the enolization of a variety of ketones and carboxylic acid derivatives with dialkylboryl triflates in the presence of a tertiary amine and the subsequent aldol condensations of these boron enolates was conducted. The stereochemistry of the enolates formed from acyclic ketones was found to be dependent on the structure of the ketone, the dialkylboryl triflate, and the tertiary amine. A mechanism for ...

~87%

Stereoselective synthesis of (S)-dapoxetine: a chiral auxili...

[Khatik, Gopal L.; Sharma, Ratnesh; Kumar, Varun; Chouhan, Mangilal; Nair, Vipin A. Tetrahedron Letters, 2013 , vol. 54, # 45 p. 5991 - 5993]

A New Approach for the Chemoselective Debromination of Chira...

[Wang, Ying-Chuan; Yan, Tu-Hsin Journal of Organic Chemistry, 2000 , vol. 65, # 20 p. 6752 - 6755]

(1S, 2S)-1-Amino-2-hydroxy-1, 2, 3, 4-tetrahydronaphthalene:...

[Orsini, Fulvia; Sello, Guido; Manzo, Angelo Maria; Lucci, Elvira Maria Tetrahedron Asymmetry, 2005 , vol. 16, # 11 p. 1913 - 1918]

Enantioselective aldol condensations. 2. Erythro-selective c...

[Evans, D. A.; Bartroli, J.; Shih, T. L. Journal of the American Chemical Society, 1981 , vol. 103, # 8 p. 2127 - 2129]

Enzymic hydrolysis of ethyl 3-hydroxy-3-phenylpropanoate: ob...

[Boaz, Neil W. Journal of Organic Chemistry, 1992 , vol. 57, # 15 p. 4289 - 4292]