Abstract
AbstractThe bicyclic guanidine 1,5,7‐triazabicyclo[4.4.0]dec‐5‐ene (TBD) was discovered as an efficient catalyst for the reaction of γ‐substituted allenoates with aromatic aldehydes. 4H‐1,3‐Dioxin‐6‐ylpropanoates with four newly formed bonds and four stereogenic centers were obtained in good yields and excellent diastereoselectivities by two consecutive Morita–Baylis–Hillman reactions, acetalization and intramolecular Michael addition. This four‐step reaction cascade not only significantly expands the scope of catalytic allenoate functionalizations but also highlights the potential of TBD to act as a multifunctional Lewis base catalyst.
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