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Ruthenium‐Catalyzed Cycloisomerization and Its Application to the Synthesis of (±)‐Cinchonaminone
Author(s) -
Ogawa Takao,
Nakamura Tomonori,
Araki Takuya,
Yamamoto Koujirou,
Shuto Satoshi,
Arisawa Mitsuhiro
Publication year - 2012
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201200260
Subject(s) - cycloisomerization , synthon , chemistry , ruthenium , catalysis , yield (engineering) , alkene , substrate (aquarium) , derivative (finance) , organic chemistry , combinatorial chemistry , diene , materials science , oceanography , natural rubber , economics , financial economics , metallurgy , geology
Ru‐catalyzed cycloisomerization of a 1,3‐diene and the alkene of an N ‐dienyl‐2‐vinylaniline substrate proceeded smoothly, leading to a 3‐exomethylene‐2‐vinylindole derivative in good yield. This useful synthon was successfully applied to the total synthesis of (±)‐cinchonaminone.