Ni-catalyzed [4+3+2] cycloaddition of ethyl cyclopropylideneacetate and dienynes: scope and mechanistic insights.
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.
Department of Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku, Tokyo 162-8601, Japan.
Ryu
R
Yamasaki
Masato
M
Ohashi
Kyotaro
K
Maeda
Takuya
T
Kitamura
Minami
M
Nakagawa
Korehito
K
Kato
Tetsushi
T
Fujita
Ryohei
R
Kamura
Kazuto
K
Kinoshita
Hyuma
H
Masu
Isao
I
Azumaya
Sensuke
S
Ogoshi
Shinichi
S
Saito
D000085:Acetates / Q000737:chemistry*; D000466:Alkadienes / Q000737:chemistry*; D000480:Alkynes; D002384:Catalysis; D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*
D000085:Acetates; D000466:Alkadienes; D000480:Alkynes; D003521:Cyclopropanes; C581610:ethyl cyclopropylideneacetate; D009532:Nickel