Synthesis of 5,6-Dihydro-α-Pyrone via Ring-Closing Metathesis and Intramolecular Horner–Wadsworth–Emmons Reactions

Ring-closing metathesis (RCM) and intramolecular Horner–Wadsworth–Emmons (HWE) reactions were assessed for synthesis of cis-5-methyl-6-phenylethyl-5,6-dihydro-α-pyrone. The RCM reaction employing Grubbs’ second generation catalyst afforded a 96% yield at 80 °C in toluene. The HWE reaction under modi...

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Veröffentlicht in:	Journal of chemical research 2015-01, Vol.39 (1), p.1-3
Hauptverfasser:	Ge, Yulu, Wang, Nengzhong, Yu, Fuchao, Yuan, Zaifeng, Chang, Kwen-Jen, Shen, Yuehai
Format:	Artikel
Sprache:	eng
Schlagworte:	Catalysts Decomposition reactions Metathesis RCM Synthesis (chemistry) Toluene
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creator	Ge, Yulu Wang, Nengzhong Yu, Fuchao Yuan, Zaifeng Chang, Kwen-Jen Shen, Yuehai
description	Ring-closing metathesis (RCM) and intramolecular Horner–Wadsworth–Emmons (HWE) reactions were assessed for synthesis of cis-5-methyl-6-phenylethyl-5,6-dihydro-α-pyrone. The RCM reaction employing Grubbs’ second generation catalyst afforded a 96% yield at 80 °C in toluene. The HWE reaction under modified Masamune–Roush conditions delivered only 23% yield due to a competitive elimination reaction.
doi_str_mv	10.3184/174751915X14206282098396
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subjects	Catalysts Decomposition reactions Metathesis RCM Synthesis (chemistry) Toluene
title	Synthesis of 5,6-Dihydro-α-Pyrone via Ring-Closing Metathesis and Intramolecular Horner–Wadsworth–Emmons Reactions
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