Abstract
This paper reports the construction of synthetically useful β-hydroxylactones via reductive aldol cyclizations. Various copper salts, hydride sources and phosphine ligands were screened and Cu(OAc)2, 1,1,3,3-tetramethylhydrosiloxane (TMDS), and (R)-3,5-xyl-MeO-BIPHEP proved to be the optimal reagents, but only modest enantioselectivity was obtained (up to 83% ee). Reasonable yields (60-70%) were attained for the formation of 5- and 6-membered lactones as well as high diastereoselectivity.
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