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Ni‐Catalyzed [4+3+2] Cycloaddition of Ethyl Cyclopropylideneacetate and Dienynes: Scope and Mechanistic Insights
Author(s) -
Yamasaki Ryu,
Ohashi Masato,
Maeda Kyotaro,
Kitamura Takuya,
Nakagawa Minami,
Kato Korehito,
Fujita Tetsushi,
Kamura Ryohei,
Kinoshita Kazuto,
Masu Hyuma,
Azumaya Isao,
Ogoshi Sensuke,
Saito Shinichi
Publication year - 2013
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201204087
Subject(s) - cycloaddition , substituent , catalysis , reactivity (psychology) , chemistry , scope (computer science) , stoichiometry , mechanism (biology) , combinatorial chemistry , reaction mechanism , stereochemistry , organic chemistry , computer science , medicine , philosophy , alternative medicine , epistemology , programming language , pathology
A detailed study of the Ni‐catalyzed [4+3+2] cycloaddition reaction between ethyl cyclopropylideneacetate and dienynes has been conducted, resulting in the development of a new method for the synthesis of compounds containing nine‐membered rings. We studied the reactivity of various dienynes, together with their substituent and conformational effects. The mechanism of the reaction was probed by examining the stoichiometric reactions of the Ni complexes and dienynes.