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Heteroatom‐Nucleophile‐Induced CC Fragmentations: Synthesis of Allenes and Entry to Domino Reactions
Author(s) -
Saget Tanguy,
Cramer Nicolai
Publication year - 2010
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201004795
Subject(s) - allene , domino , heteroatom , nucleophile , chemistry , organic chemistry , combinatorial chemistry , catalysis , ring (chemistry)
Blessed are the piece‐makers : Heteroatom nucleophiles (NuH) induce Grob‐type fragmentations of vinyl triflates under mild conditions and provide ω‐allene‐functionalized carboxylic acid derivatives. These products are a versatile starting point for domino and one‐pot reactions accessing a range of structurally diverse scaffolds in good yields.