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Diastereocontrolled nickel(0)- and palladium(0) catalyzed “metallo-ene-type” cyclizations/carbonylations

✍ Scribed by Wolfgang Oppolzer; Thomas H. Keller; Manuel Bedoya-Zurita; Charles Stone

Book ID
104244611
Publisher
Elsevier Science
Year
1989
Tongue
French
Weight
281 KB
Volume
30
Category
Article
ISSN
0040-4039

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✦ Synopsis

Treatment of I-iodo(acetoxy)-2,7-octadienes 1 and I-iodo(acetoxy]-2-en-7-ynes 12 with Ni(COD)2/dppb (THF/MeOH) or Pd(dba),/PPh3

(AcOH, then CH2N2) under carbon monoxide furnished chemo-and stereoselectively either bicyclic ketoesters 1 (from L) and li. (from Q) or truns-substituted monocyclic products 5 (from 1) and @ (from n, but all-cis-hexahydroindole 11 (from acetoxycyclohexene 2).

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