Widely Applicable Pd-Catalyzed trans-Selective Monoalkylation of Unactivated 1,1-Dichloro-1-alkenes and Pd-Catalyzed Second Substitution for the Selective Synthesis of E or Z Trisubstituted Alkenes

Double substitution: The first selective and widely applicable method for a stepwise alkylation of 1,1‐dichloro‐1‐alkenes involving a cross‐coupling double substitution using Pd‐catalysis has been developed. This method provides an efficient and highly selective route for the synthesis of E or Z tri...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2006-01, Vol.45 (5), p.762-765
Main Authors: Tan, Ze, Negishi, Ei-ichi
Format: Article
Language:English
Subjects:
Alkenes - chemical synthesis
Alkenes - chemistry
Alkylation
Catalysis
cross-coupling
Grignard reagents
homogeneous catalysis
Ligands
Molecular Structure
organozinc reagents
Palladium - chemistry
phosphanes
Stereoisomerism
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Summary:Double substitution: The first selective and widely applicable method for a stepwise alkylation of 1,1‐dichloro‐1‐alkenes involving a cross‐coupling double substitution using Pd‐catalysis has been developed. This method provides an efficient and highly selective route for the synthesis of E or Z trisubstituted alkenes. dpephos=bis(o‐diphenylphosphanylphenylether).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200503519