Abstract
For additions crotyltri-n-butylstannane to simple aldehydes mediated by BF3·Et2O, erythro selectivity may be increased considerably (25:1 vs. 9:1, for example) by simply using 2 eq. of stannane, TiCl4 mediated additions give high erythro or threo selectivity depending simply on the order in which reactants are mixed; and other Lewis acids are also evaluated in such reactions.
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