Guanidine-catalyzed γ-selective morita-baylis-hillman reactions on α,γ-dialkyl-allenoates: Access to densely substituted heterocycles

Article abstract of DOI:10.1055/s-0033-1339471

N-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) was discovered as an excellent catalyst for the Morita-Baylis-?-Hillman reaction for previously hard-to-activate α,γ-dialkyl allenoate substrates. The obtained densely substituted allenic alcohols, which are generally inaccessible with other Lewis base catalysts, could be further converted into 2,5-dihydrofuran and 2H-pyran-2-one heterocyclic structures with challenging substitution patterns. Georg Thieme Verlag Stuttgart · New York.