[AlphaScent]

I have two questions to ask...

Does anyone have a link to a Julia rearrangment.  I have found the Julia olefination through sulfones but my professor said it was through a 3 membered ring that the olefin is made...any guidance would be great!!

Also, does anyone possibly have a reference to a paper concerning the Johnson-Claisen rearrangment of tertiary allylic alcohols??  Basically the reaction of a tertiary allylic alcohol with an orthoester.  (triethylortho acetate)

Thanks you all in advance.  This is a fact finding mission. Anything I find I will post to here. 

[OrgXemProf]

Julia - Bruylants reaction:

Reaction of HBr with 1-cylopropylethanol results in protonation of the OH group followed by attack by bromide ion on the cyclopropyl ring with concomitant ring opening to afford 5-bromopent-2-ene.

This reaction is discussed in Hassner, A.; Namboothiri, I. "Organic Syntheses Based On Name Reactions", 3rd Edition. 2012, Elsevier:Amsterdam, page 240.

[OrgXemProf]

Johnson - Claisen Orthoester Rearrangement:
 
See: Johnson, W. S., et al., J. Am. Chem. Soc. 1970, 92, 741.

This reaction is discussed in Jie Jack Li, "Name Reactions", Springer:New York, 2014, page 150.

See also: Evans, P. A. (Editor), "Science of Synthesis. Setereoselective Synthesis", Volume 3, 2011, Thieme:New York, pp 366-368.

[AlphaScent]

Thank you very much!!

I also found two of the references for the Johnson-Claisen rearrangement.  I am not finding anything on the tertiary allylic alcohol.  I will keep looking.