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Stereo- and regio-controlled carbon-carbon bond formation mediated by tungsten in the s-trans-η4-diene cationic intermediates
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Stereo- and regio-controlled carbon-carbon bond formation mediated by tungsten in the s-trans-η4-diene cationic intermediates

Ming-Huei Cheng, Yuung-Hsing Ho, Sue-Lein Wang, Chih-Yi Cheng, Shie-Ming Peng, Gene-Hsian Lee and Rai-Shung Liu
Journal of the Chemical Society, Chemical Communications, (1), pp.45-46
1992

Abstract

The tungsten-η <sup>3</sup> -2-substituted pentadienyl complexes WC <sub>5</sub> H <sub>5</sub> (CO) <sub>2</sub> (syn-η <sup>3</sup> -R-C <sub>5</sub> H <sub>6</sub> ) (R = COOMe; CMe=CH <sub>2</sub> ) undergo BF <sub>3</sub> -catalysed stereoselective carbon-carbon bond formation with aldehydes to afford isolable s-trans-diene cations which after hydrolysis produces tungsten-η <sup>3</sup> -allyl-1,3-diols; utilization of the diols for stereoselective synthesis of α-methylene-γ-butyrolactones, furanone skeletons, have been reported in good yields (> 80%).
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