314280-28-9Relevant articles and documents
An efficient route for the allylation of arylaldehydes to give enantiopure homoallylic alcohols
Thorat, Prashant B.,Goswami, Santosh V.,Bhusare, Sudhakar R.
, p. 1324 - 1330 (2013/11/19)
An efficient asymmetric synthesis of homoallylic alcohols is described by the allylation of carbonyl compounds using organocatalysts as chiral directors in the presence of tin metal. The effect of chiral environment is also studied on the allylation reactions. This method allows us to obtain two different enantiomers of homoallylic alcohol in the presence of the corresponding chiral compound. The protocol is applied to various aldehydes to obtain high yields and excellent enantioselectivities for the corresponding homoallylic alcohols.
Enantioselective reduction of heteroaromatic β,γ-unsaturated ketones as an alternative to allylboration of aldehydes. Application: Asymmetric synthesis of SIB-1508Y
Felpin, Fran?ois-Xavier,Bertrand, Marie-Jo,Lebreton, Jacques
, p. 7381 - 7389 (2007/10/03)
Enantioselective reduction of heteroaromatic β,γ-unsaturated ketones was found to be an efficient and convenient alternative to the allylboration of corresponding aldehydes. This new method was used for the formal asymmetric synthesis of SIB-1508Y 2.
A short and efficient synthesis of unnatural (R)-nicotine
Girard,Robins,Villieras,Lebreton
, p. 9245 - 9249 (2007/10/03)
A short and efficient synthesis of unnatural (R)-nicotine is described, in which the key step is an intramolecular hydroboration-cycloalkylation of an azido-olefin intermediate. The synthesis is achieved in only four steps, with an overall yield of 51% (or in six steps with an overall yield of 65%). (C) 2000 Elsevier Science Ltd.
