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Water‐Soluble Chiral Ruthenium(II) Phenyloxazoline Complex: Reusable and Highly Enantioselective Catalyst for Intramolecular Cyclopropanation Reactions
Author(s) -
AbuElfotoh AbdelMoneim,
Nguyen Diem Phuong Thi,
Chanthamath Soda,
Phomkeona Kesiny,
Shibatomi Kazutaka,
Iwasa Seiji
Publication year - 2012
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201200508
Subject(s) - cyclopropanation , chemistry , ruthenium , intramolecular force , enantioselective synthesis , oxazoline , catalysis , allylic rearrangement , hydroxymethyl , ether , organic chemistry , medicinal chemistry
The intramolecular cyclopropanation of various trans ‐allylic diazoacetates and alkenyl diazoketones has been achieved with excellent enantioselectivities of up to 98% ee and in quantitative yields by using a water‐soluble ruthenium(II)/hydroxymethyl(phenyl)oxazoline catalyst in a water/ether biphasic medium. The catalyst could be reused at least five times.