M. Sato et al., AN EFFICIENT ASYMMETRIC ALDOL REACTION OF 4-TRIMETHYLSILOXY-6-METHYLENE-1,3-DIOXINES BY CHIRAL BINAPHTHOL-TITANIUM COMPLEX CATALYSIS, Heterocycles, 41(7), 1995, pp. 1435-1444
The asymmetric aldol reaction of 4-trimethylsiloxy-6-methylene-1,3-dio
xines or the 6-ethylidene analogue with achiral aldehydes proceeds in
a highly enantioselective manner under chiral binaphthol-titanium comp
lex catalysis to afford 6-substituted 1,3-dioxin-4-ones which serve as
chemical equivalents of delta-hydroxy-beta-keto esters, potential chi
ral building blocks. An explanation for the stereoselectivity is also
presented.