1000026-12-9Relevant academic research and scientific papers
Allylsilane-vinylarene cross-metathesis enables a powerful approach to enantioselective imine allylation
Huber, John D.,Perl, Nicholas R.,Leighton, James L.
, p. 3037 - 3039 (2008/12/23)
Cinnamylation-flavored synthesis: Cross-metathesis (CM) reactions between an allylsilane andvinylarenes enable the rapidgeneration of various cinnamylsilanes, which may be usedin situ for the highly enantioselective, and diastereodivergent, cinnamylation of imines (see example in scheme). Under this new, simple, and efficient protocol, the potential of imine cinnamylation to produce stereochemically andfunctionally complex products has been more fully realized. Ar = thienyl, Ar′ = 2-hydroxyphenyl. (Chemical Equation Presented).
Highly enantioselective imine cinnamylation with a remarkable diastereochemical switch
Huber, John D.,Leighton, James L.
, p. 14552 - 14553 (2008/09/19)
The first general method for the enantioselective cinnamylation of aldimines is reported. The method utilizes a simple chiral cinnamylsilane reagent and is characterized by experimental simplicity and extraordinarily high levels of enantioselectivity. Fur
