Tetrahedron

Stereoselective titanium-mediated aldol reactions of (S)-2-tert-butyldimethylsilyloxy-3-pentanone

J Nebot, S Figueras, P Romea, F Urpí, Y Ji

文献索引：Nebot, Joaquim; Figueras, Sergi; Romea, Pedro; Urpi, Felix; Ji, Yining Tetrahedron, 2006 , vol. 62, # 48 p. 11090 - 11099

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被引用次数: 27

摘要

Titanium-mediated aldol reactions based on (S)-2-tert-butyldimethylsilyloxy-3-pentanone, a lactate-derived chiral ketone, provide the corresponding 2, 4-syn-4, 5-syn adducts in high yields and diastereomeric ratios with a wide array of achiral and chiral aldehydes. Furthermore, spectroscopic studies of intermediates involved in the process have permitted to propose a mechanism that accounts for the experimental results.