Cross-aldol reaction between benzaldehyde and β-phenyiselanyl enoxysilanes derived from phenyiselanylmethylketones

Article abstract of DOI:10.1016/S0040-4039(98)00679-0

The BF₃-mediated aldol reaction between benzaldehyde and β- phenyselanyl enoxysilanes I derived from α-phenylselanylmethylketones has led to syn aldols 2 and α,α-bis(phenylselarryl) ketones 3 as by-products. Using tetrabutylammonium fluoride, the syn and anti aldols 2a were formed from 1a. Syn, syn-2-phenylselanyl 1,3-diols 5a and 5d were obtained by borane reduction of aldols 2a and 2d respectively.