142405-78-5Relevant articles and documents
Endo-2-Methyl-Bicyclo-Hept-5-enyl Ethyl Ketone: An Useful and Highly Stereoselective Synthon for Aldol Reactions
Ahmar, Mohammed,Bloch, Robert,Mandville, Gerard,Romain, Isabelle
, p. 2501 - 2504 (1992)
An excellent aldehyde diastereofacial selectivity has been observed during the aldol condensation between the lithium enolate of endo-2-methyl-bicyclo-hept-5-enyl ethyl ketone 1 and a variety of α-methyl chiral aldehydes. 2-Aryl- and 2-vinylpropionaldehyde gave rise to the predicted syn,syn "Felkin-Anh" diastereoisomers.In contrast β-alkoxy or β-silyloxy α-methyl aldehydes lead to the syn,anti aldols arising from an apparent chelation control.