Tetrahedron Letters p. 4017 - 4020 (1998)
Update date:2022-08-04
Topics:
Ponthieux, Sylvain
Outurquin, Francis
Paulmier, Claude
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.
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