ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .77. 2-BUTENE-1,4-DIONES BY PHOTOINDUCED ACYL MIGRATION OF ([2-(ACYLOXY)ETHENYL]CARBENE)CHROMIUM COMPLEXES
R. Aumann et B. Jasper, ORGANIC SYNTHESES VIA TRANSITION-METAL COMPLEXES .77. 2-BUTENE-1,4-DIONES BY PHOTOINDUCED ACYL MIGRATION OF ([2-(ACYLOXY)ETHENYL]CARBENE)CHROMIUM COMPLEXES, Organometallics, 14(3), 1995, pp. 1461-1465
Photolysis of [(Z)-2-(acyloxy)ethenyl]carbene complexes (CO)(5)Cr=C(OE
t)CH=C(OCOR(1))R [(Z)-3] (R = C6H5, t-Bu, c-Pr; R(1) = C6H5, c-Pr, c-C
7H7CH2, t-Bu, Me(2)C=CH) with UV light of >300 nm affords 2-butene-1,4
-diones R(1)COC(OEt)=CHCOR [(E)-6] (60-68%), by a novel metal-mediated
acyl migration. Compounds (Z)-6 and furans 7 are formed as minor prod
ucts.