37779-25-2Relevant articles and documents
An efficient procedure for the 1,3-transposition of allylic alcohols based on lithium naphthalenide induced reductive elimination of epoxy mesylates
Wu, Yen-Ku,Liu, Hsing-Jang,Zhu, Jia-Liang
, p. 621 - 623 (2008/12/22)
An efficient protocol for the 1,3-transposition of allylic alcohols has been developed. The method is based on the pretransformation of allylic alcohols into the corresponding epoxy mesylates, followed by the reductive elimination of the resulting epoxy mesylates by using lithium naphthalenide (LN) as a reducing agent. Georg Thieme Verlag Stuttgart.
NEW DEVELOPMENTS OF THE WHARTON TRANSPOSITION
Dupuy, C.,Luche, J. L.
, p. 3437 - 3444 (2007/10/02)
The synthetically useful Wharton transposition can be improved by using a more adequate procedure in the critical step of the intermediate α-epoxyhydrazone cleavage.Either for stable hydrazones or unstable ones, the yield of the transposed allylic alcohol is increased by treatment under anhydrous conditions with highly basic reagents (KDA in the former case, NEt3 in the latter).