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A useful approach to 1,4-, 1,5-, and 1,6-stereocontrol, diastereoselective ring-closing-metathesis reactions that utilize temporary silicon tethers represent a new strategy for long-range asymmetric induction. This method facilitates the construction of cis-1,4-silaketals (n=0, d.r.=20:1; see scheme), whereas the extension of this concept to higher alkenyl alcohols (n=1–4) results in a reversal of diastereoselectivity that favors formation of the trans isomer.
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Evans et al. (2003) studied this question.
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