218167-32-9Relevant academic research and scientific papers
Model study of the Hoppe reaction between racemic titanated crotyl carbamate and enantiopure aldehyde or γ-lactol
Berque, Isabelle,Le Ménez, Patrick,Razon, Patrick,Anies, Claude,Pancrazi, Ange,Ardisson, Janick,Neuman, Alain,Prangé, Thierry,Brion, Jean-Daniel
, p. 1132 - 1134 (2007/10/03)
In our strategy for the total synthesis of tylonolide 2, aglycon of tylosin 1, and for the construction of the eastern part C1-C9, we planned to carry out a Hoppe homoaldolisation. In a model study, reaction was performed between racemic titanated crotyl carbamate (±)-3b and optically active aldehydes 6a-c. The expected syn-anti adducts 7a-c were obtained in good isolated yield together with the anti-anti isomer 8a-c. Interestingly, the γ-lactol 6d was also tested and delivered the syn-anti 7d compound in 70% isolated yield.
