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Synfacts 2005(0): 0086-0086
DOI: 10.1055/s-2005-869886
DOI: 10.1055/s-2005-869886
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York
A Rapid Microwave-Assisted Esterification Utilizing the Mukaiyama Supported Reagent
Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Takayasu ArakawaD. Donati, C. Morelli, M. Taddei*
University Degli Studi di Siena, Italy
A Rapid Microwave-Assisted Utilizing the Mukaiyama Supported Reagent
Tetrahedron Lett. 2005, 46: 2817-2819
University Degli Studi di Siena, Italy
A Rapid Microwave-Assisted Utilizing the Mukaiyama Supported Reagent
Tetrahedron Lett. 2005, 46: 2817-2819
Further Information
Publication History
Publication Date:
20 July 2005 (online)
Key words
esters - supported reagents - microwave - Mukaiyama reagent
Significance
The esterifications of seven alcohols and six carboxylic acids were found to proceed very smoothly in the presence of 2-chloro-1-methylpyridinium iodide (the so-called Mukaiyama reagent) supported on polystyrene resin with the aid of microwave heating. All reactions were performed at 80 °C for 4-18 minutes in CH2Cl2 and Et3N to give high yields (64-96%) of the esters via simple filtration of resin (20 examples).
Comment
The authors have recently reported the synthesis of the polymer-supported Mukaiyama reagent (J. Org. Chem. 2004, 69, 9316-9318).