Reversal of regiochemistry in the synthesis of isoxazoles by nitrile oxide cycloadditions

✍ Scribed by Christopher J. Easton; C.Merrîcc Hughes; Edward R.T. Tiekink; Carolyn E. Lubin; G.Paul Savage; Gregory W. Simpson

• Publisher: Elsevier Science
• Year: 1994
• Tongue: French
• Weight: 271 KB
• Volume: 35
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)73248-5

✦ Synopsis

l%e i&mwMms 2a.2b and 8 obtained from &rile oxide cycloadditions to cyclohex-2-eame 10 and its analogues lb and 'I meted with nickel peroxide to give the imxamks 3a,3b and 9. In contrast, the cme-spoIldillg 2hromocyclohex-2a ~4band18,prepandby~ndthecarespomdiagalLenesla,lb and 1, m&went nitrile oxide cycloadditio~~~ to tiord the regiokomek isoxamks 6a, 6b and 12, respectively.