85322-12-9Relevant articles and documents
An Unusual Radical Fragmentation of 8a-Cycloalkenylmethyl Wieland-Miescher Ketones Mediated by Tri-n-butyltin Hydride
Rajamannar, Thennati,Balasubramanian, Kalpattu K.
, p. 637 - 640 (1994)
The behaviour of tri-n-butyltin hydride in poly functional molecule like Wieland-Miescher ketones, was found to be very unusual, a remarkable difference in chemoselectivity was noticed in the reductive cyclisation of cycloalkenyl bromides, resulting in the remote generation of the bromocyclopentenyl-methyl radical by a homolytic C-C bond cleavage.
Enantioselective synthesis of a Wieland-Miescher ketone bearing an angular hydroxymethyl group
Hanselmann, Roger,Benn, Michael
, p. 945 - 961 (2007/10/03)
The enantioselective synthesis of (R)-3,4,8,8a-tetrahydro-8a-allyl-1,6-(2H,7H)-naphthalenedione and the degradation of the angular allyl group to a hydroxymethyl group are reported.