[heathcliff]

hey;

can anybody show me the mechanism for this reaction?

cheers!

[sjb]

What is a benzaldoloxime (I've heard of benzaldoxime, but not your name)?

Can you draw the two compounds out together with the reagents?

S

[heathcliff]

 http://www.sciencedirect.com.ezproxy.liv.ac.uk/science?_ob=ArticleURL&_udi=B6THR-3YXBV7N-7C&_user=6688418&_coverDate=10%2F02%2F1995&_rdoc=1&_fmt=&_orig=search&_sort=d&view=c&_acct=C000044499&_version=1&_urlVersion=0&_userid=6688418&md5=7582b86327728bf70f23a3d6c71296a8

you're right, it is 'aldoxime'!

here is the research paper! (JUST CLICK THE PDF TAB AT THE TOP OF THE PAGE)

i used NH2OH.HCL, MeOH, Pyridine as reagents!

sorry bout this, i dont know how to draw structures in this box! argh!

also you dont possibly have the mechanism for the next step after that do you? its the conversion of the oxime to the isoxazoline??

the reagents used were NaOCl, NEt3

thanks!

[sjb]

Unfortunately I don't have a University of Liverpool username, so I can't access that link directly. Do you have the actual reference in form like

J. Org. Chem., 2002, 67, 5226 or similar?

As to the chemistry, consider http://en.wikipedia.org/w/index.php?title=Oxime&oldid=204562221 . Will have a think about the second bit, possibly nitrile oxide formation then cyclisation a la http://dx.doi.org/10.1016/S0040-4039(01)00631-1 or similar.

Posting images is reasonably straight forward - below this (the place you type text into) box there's a header marked Additional Options. Assuming you can actually draw the stuff out and paste into a graphics program (or directly, in some cases) you can then upload images from disk Alternatively in the formatting box (above) there's an option for images 2nd row, 2nd from the left, which produces |img||/img| (with different brackets), just put the URL for an image in the first box if it's online somewhere.

S