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Indenol Ether Formation from Aryl Alkynes Bearing ortho ‐Acetals: An Unprecedented Rearrangement in Palladium‐Catalyzed Carboalkoxylation
Author(s) -
Nakamura Itaru,
Bajracharya Gan B.,
Mizushima Yuya,
Yamamoto Yoshinori
Publication year - 2002
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 - 10.1002/1521-3773(20021115)41:22<4328::aid-anie4328>3.0.co;2-g
Subject(s) - substituent , palladium , aryl , ether , chemistry , catalysis , triple bond , medicinal chemistry , acetal , organic chemistry , double bond , alkyl
Activated ethers : The shown reaction of the dialkylacetals 1 gave the carboalkoxylation products 2 in high to moderate yields. Mechanistic investigation revealed that the reaction proceeded through the addition of an acetal CO bond to the CC triple bond, followed by an unprecedented rearrangement of an alkynyl group substituent.