Abstract
Biologically significant tetrahydropyrans (THP) were synthesized by a Tandem oxa-Michael/Tsuji-Trost reaction. Different Michael acceptors were investigated, and optimal results in terms of diastereoselectivities and yields were obtained with nitro olefins. The influence of the reaction parameters, substrate patterns, and type of metal counterions on the yield and stereochemical outcome of this process is discussed, and an explanation for the observed stereoselectivities is proposed.
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