188677-78-3Relevant academic research and scientific papers
Highly diastereoselective aldol additions of a chiral ethyl ketone enolate under Lewis base catalysis
Denmark, Scott E.,Pham, Son M.
, p. 2201 - 2204 (2001)
(Matrix presented) The aldol addition of a chiral ethyl ketone enolate bearing an oxygen substituent (OTBS) at the α-position proceeds with high internal and relative diastereoselectivities with various achiral aldehydes in good yields. The profound influ
Stereoselective titanium-mediated aldol reactions of (S)-2-tert-butyldimethylsilyloxy-3-pentanone
Nebot, Joaquim,Figueras, Sergi,Romea, Pedro,Urpí, Fèlix,Ji, Yining
, p. 11090 - 11099 (2007/10/03)
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.
Enolization of chiral α-silyloxy ketones with dicyclohexylchloroborane. Application to stereoselective aldol reactions
Galobardes, Marta,Gascon, Miguel,Mena, Marisa,Romea, Pedro,Urpi, Felix,Vilarrasa, Jaume
, p. 2599 - 2602 (2007/10/03)
(equation presented) A. i. Chx2BCl, Et3N, Et2O, -78 °C. ii. RCHO B. i. Chx2BCl, EtMe2N, pentane, rt. ii. RCHO Comprehensive analysis of the enolization of α-silyloxyketones by Chx2BCl/Rsub
Highly stereoselective aldol reactions of titanium enolates from ethyl α-silyloxyalkyl ketones
Figueras, Sergi,Martin, Ricardo,Romea, Pedro,Urpi, Felix,Vilarrasa, Jaume
, p. 1637 - 1640 (2007/10/03)
Aldol-like reactions of titanium enolates derived from α-OH, α-OBn, and α-OTBS ketones with a series of aldehydes have been studied. In sharp contrast to the O-benzyl derivatives, the TBS-protected ketones lead to excellent yields and selectivities (syn-s
