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Initial experiments were conducted with magnesium bromide etherate purchased from Aldrich. Later experiments gave varying results, perhaps because of the inconsistent quality of this reagent. The use of anhydrous magnesium bromide purchased from Strem alleviated this problem.
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3SnH, AIBN; (3) TPAP, NMO). Please see the Supporting Information for details.
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117
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0346850020
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This result was confirmed as 6b could be converted to 6i. For a study on the electrostatic stabilization of pseudoaxial conformers on oxacarbenium ions by heteroatom substituents and its resulting stereochemical consequences, see: Ayala, L.; Lucero, C. G.; Romero, J. A. C.; Tabacco, S. A.; Woerpel, K. A. J. Am. Chem. Soc. 2003, 125, 15521.
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The reaction of 4f with PhSeCl generated a complex mixture of products. Studies using other potential electrophilic promoters are ongoing at the present time.
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Please refer to the Supporting Information for details.
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