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Synfacts 2010(6): 0722-0722  
DOI: 10.1055/s-0029-1219888
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

HWE Reaction with Polymer-Supported Phosphonate Reagents

Contributor(s): Yasuhiro Uozumi, Yoshikazu Yamamoto
K. Ando*, Y. Suzuki
Gifu University, Japan
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Publikationsdatum:
20. Mai 2010 (online)

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Significance

Polymer-supported phosphonate reagent 3 was prepared by condensation of ­phosphonate 1 and polymer bound alcohol 2 (eq. 1). The Horner-Wadsworth-Emmons reaction of ­aldehydes with 3 gave the corresponding (Z)-α,β-unsaturated esters (Z)-4 in up to 99% yield with high stereoselectivity (eq. 2).