185758-21-8Relevant articles and documents
Synthesis of fluorous azodicarboxylates: Towards cleaner Mitsunobu reactions
Dobbs, Adrian P,McGregor-Johnson, Caroline
, p. 2807 - 2810 (2002)
The synthesis of a fluorous analogue of diethyl azodicarboxylate (DEAD) is described and preliminary results for its use in the Mitsunobu reaction given. Use of fluorous extraction methods have shown that chromatography is not necessary for reaction purif
Chiral oximes in asymmetric synthesis. Part 2. Addition of butyllithium to benzaldehyde O-(1-phenylalkyl)oximes
Galagher, Peter T.,Hunt, James C. A.,Lightfoot, Andrew P.,Moody, Christopher J.
, p. 2633 - 2637 (2007/10/03)
A series of benzaldoxlme ethers PhCH=NOCHRPh 5 bearing a chiral auxiliary on oxygen have been prepared to investigate the effect of the auxiliary on the diastereoselectivity of the addition of butyllithium to the oxime C=N bond. By increasing the size of the alkyl group R in the auxiliary, OCHRPh, an increase in de is observed, with the best compromise between ready availability and high levels of asymmetric induction in the product 6 being achieved with the oximes derived from O-(1-phenylbutyl)hydroxylamine.