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The use of stabilized carbon nucleophiles in palladium(II)-catalyzed 1,4-oxidation of conjugated dienes

✍ Scribed by Magnus Rönn; Pher G. Andersson; Jan-E. Bäckvall


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
199 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


Palladium(lI)-catalyzed aerobic oxidation of conjugated dienes 3 having a stabilized carbon nucleophile in the side chain resulted in a carbecyclization with an overall 1,4-cis-addition to the diene. The reactions were carried under an atmosphere of molecular oxygen in DMSO. An interesting exolendo selectivity of the electronwithdrawing groups in the tether led to a control of the relative stereochemistry between four stereogenic centers.


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