130256-51-8Relevant articles and documents
Addition of a tiglyltitanocene to chiral aldehydes: factors influencing simple and diastereofacial stereoselectivities
Szymoniak, Jan,Thery, Nadine,Moise, Claude
, p. 85 - 92 (2007/10/03)
The η3-tiglyltitanium(III) complex formed in situ from isoprene was reacted with a series of chiral aldehydes, some of which bear α- and/or β-benzyloxy groups, or a remote double bond. anti Diastereomeric homoallylic alcohols were formed stereospecifically starting from the alkoxy-free saturated aldehydes.In contrast, mixtures of anti and syn stereomers were obtained by using alkoxy- or ε-unsaturated aldehydes.The simple diastereoselectivities and diastereofacial selectivities observed are rationalized in terms of the chelation versus non-chelation-controlled process. - Keywords: η3-tiglyltitanocene complex; chiral aldehyde; stereoselectivity; chelation control