172034-27-4Relevant articles and documents
Stereocontrolled palladium-catalysed umpolung allylation of aldehydes with allyl acetates
Vogt, Monika,Ceylan, Sascha,Kirschning, Andreas
experimental part, p. 6450 - 6456 (2010/10/19)
In the present work the stereocontrolled palladium-catalysed umpolung allylation of aldehydes is described. Allyl acetates are in situ transformed into the corresponding allyl boronates, which directly react with aldehydes. The question of stereocontrol is raised by employing (a) chiral boronating agents (reagent control) and by (b) utilising chiral aldehydes (substrate control). These studies reveal that the approach based on substrate control is superior to the former one with respect to yields and stereoselectivity. Remarkably, this umpolung protocol often yields the 4,5-syn products in high selectivity, which is unprecedented for direct crotylations.
Stereoselective synthesis of (+)-goniodiol, (+)-goniotriol, (-)-goniofupyrone, and (+)-altholactone using a catalytic asymmetric hetero-Diels-Alder/allylboration approach
Favre, Annaick,Carreaux, Francois,Deligny, Michael,Carboni, Bertrand
body text, p. 4900 - 4907 (2009/06/06)
The stereoselective total synthesis of several members of the styryllactone family was achieved efficiently from common intermediate 8, prepared by a catalytic asymmetric inverse-electron-demand hetero-Diels-Alder/allylboration sequence. The transformatio
A concise synthesis of (+)-goniodiol using a catalytic hetero Diels-Alder/allylboration sequence
Deligny, Michael,Carreaux, Fran?ois,Carboni, Bertrand
, p. 1462 - 1464 (2007/10/03)
A new short and efficient synthesis of (+)-goniodiol is reported using a catalytic asymmetric hetero Diels-Alder/allylboration sequence. Georg Thieme Verlag Stuttgart.
