494205-59-3Relevant academic research and scientific papers
Asymmetric polymer synthesis by repetitive Sakurai-Hosomi allylation reaction of compounds possessing both formyl and allylsilane functions
Itsuno, Shinichi,Kumagai, Toshihiro
, p. 3185 - 3196 (2002)
Trialkylallylsilanes generally react with aldehydes in the presence of a Lewis acid to the corresponding homoallylic alcohols. Chiral Lewis acids promote the same reaction to yield the enantiomerically-enriched homoallylalcohols. We have prepared four compounds (7-10) that possess both formyl and allylsilane functions. Lewis acids initiated self-polyaddition reactions of these compounds by means of repetitive allylation. The use of chiral Lewis acids resulted in the formation of optically active polymers that possess exo-methylene and secondary OH functions in their main chain. The optical purity of these chiral polymers was estimated based on the results of model asymmetric reactions between benzaldehyde and β-substituted allylsilanes and by controlled degradation.
