Stereocontrolled Synthesis of Bicyclic Lactone Derivatives via Tungsten-Mediated [3 + 2] Cycloaddition of Epoxides with a Tethered Alkynyl Group

In the presence of BF3·Et2O, alkynyltungsten complexes underwent [3 + 2] cycloaddition with tethered epoxides to give bicyclic γ-lactones efficiently. Only one diastereomeric product was formed despite the presence of three stereogenic centers. A mechanism is proposed that involves formation of a tu...

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Veröffentlicht in:	Journal of organic chemistry 2003-03, Vol.68 (5), p.1872-1877
Hauptverfasser:	Madhushaw, Reniguntala J, Li, Chien-Le, Su, Haw-Lih, Hu, Chu-Chen, Lush, Shie-Fu, Liu, Rai-Shung
Format:	Artikel
Sprache:	eng
Schlagworte:	Chemistry Exact sciences and technology Heterocyclic compounds Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Organic chemistry Preparations and properties
Online-Zugang:	Volltext
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