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Triphenylphosphine‐Mediated Reduction of Electron‐Deficient Propargyl Ethers to the Allylic Ethers
Author(s) -
Tsai MingShan,
Rao U. Narasimha,
Wang JengRong,
Liang ChungHao,
Yeh MingChang P.
Publication year - 2001
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200100126
Subject(s) - chemistry , triphenylphosphine , propargyl , allylic rearrangement , alkoxy group , medicinal chemistry , reduction (mathematics) , organic chemistry , bearing (navigation) , catalysis , alkyl , geometry , mathematics , cartography , geography
Semihydrogenation of α,β‐unsaturated ynoates and ‐ynones bearing a γ‐alkoxy group can be performed using triphenylphosphine and water. α,β‐Unsaturated ynoates were reduced to a mixture of cis and trans α,β‐unsaturated enoates, whereas, ynones were reduced to trans α,β‐unsaturated enones as the only products.