You're absolutely right, I should have seen that. I once got a heck of a headache trying to play with an enone with skipped conjugation (and not just because of how it smelled).
Here's what I've got so far
(http://www.majhost.com/gallery/poorjon/misc/potm_11_04_12a.gif)
Eschenmoser followed by a Beckmann which could lead to A or B, depending on what migrates... I've never been totally clear on the rules about migration in a Beckmann, but being this deep into a synthesis I doubt you would want to throw away half your product so there's got to be some. I suppose B would involve the migration of the more highly substituted branch. Looks like I've got to do more reading on this one.
Sorry I haven't been around in a while.
With 2 equivalents of NH2OH, does it do something like this?
(http://www.majhost.com/gallery/poorjon/misc/potm_11_4_12b.gif)