635727-09-2Relevant articles and documents
Practical, highly stereoselective allyl- and crotylsilylation of aldehydes catalyzed by readily available Cinchona alkaloid amide
Huang, Yuan,Yang, Licheng,Shao, Panlin,Zhao, Yu
, p. 3275 - 3281 (2013)
We have demonstrated that bidentate Lewis base catalysts can be constructed based on the Cinchona alkaloid structure that promote highly stereoselective reactions of allyl- and crotyltrichlorosilane with aromatic as well as aliphatic aldehydes (90-99% ee, >98% diastereoselectivity). The catalysts are available in a one-pot procedure in >70% yield from cheap starting materials and promote the allylation reactions at ambient temperature. Gram scale reactions with catalyst recovery and reuse showcased the practicality of the catalytic system.
Synthesis of the C(1)-C(25) fragment of amphidinol 3: Application of the double-allylboration reaction for synthesis of 1,5-diols
Flamme, Eric M.,Roush, William R.
, p. 1411 - 1414 (2007/10/03)
(Chemical Equation Presented) A synthesis of the C(1)-C(25) fragment of amphidinol 3 is described. The synthesis features two applications of double allylboration reaction methodology for the highly stereoselective synthesis of 1,5-diol units in the C(1)-