The more the merrier: A multicomponent Sakurai reaction has been developed in which an efficient, highly diastereoselective three-component condensation of an aldehyde 1, allyl silane 2, and silylated alcohol 3 is mediated by trimethylsilyl triflate (TMSOTf). Products such as 4 can serve as direct precursors to dihydropyran skeletons, which is demonstrated by the synthesis of a portion of (+)-ambruticin. TBS=tert-butyldimethylsilyl.
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Pospíšil et al. (2006) studied this question.
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