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Palladium(0)- and nickel(0) catalyzed “metallo-ene-type” cyclizations: Stereodirecting resident chirality.

✍ Scribed by Wolfgang Oppolzer; Thomas H. Keller; David L. Kuo; Werner Pachinger

Book ID
104222049
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
248 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

Trans-cyclixation products were selectively formed from C-6-substituted acetoxy-octadienes only via Ni(0) catalysis u -+ B and from C-4-substituted analogs under Pd(O)-anQ Ni(0) catalysis (2, & -+ e>. C-5-Substituted precursors gave mixtures of diastereoisomers. Nickel(O) catalyzed allylation/methoxycarbonylation of iodo diene u afforded 2-oxa-bicyclo[3.3.0]octanone 12 with highly diastereoselective generation of three stereogenic centers. Recently developed intramolecular Pd(O)-and Ni(0) catalyzed alkene allylations a, II -+ u and/or Iy3, coupled

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