119031-16-2Relevant academic research and scientific papers
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 (2007/10/02)
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.
ALDOLISATION STEREOCONTROLEE PAR UN GROUPE TERMOLABILE. SYNTHESE STEREOSELECTIVE DE COMPOSES POSSEDANT TROIS CARBONES ASYMMETRIQUES CONSECUTIFS.
Bloch, R.,Gilbert, L.
, p. 2523 - 2540 (2007/10/02)
The bulkiness of thermolabile norbornenyl and oxanorbornenyl groups has been used to induce good to excellent syn diastereoselective aldol condensations between Diels-Alder adducts of α,β-ethylenic ketones and various aldehydes.The aldols thus obtained gi
