634600-98-9Relevant academic research and scientific papers
Solid-phase synthesis of pyrrolidines employing a cyclisation-cleavage strategy
Brown, Richard C.D.,Fisher, Martyn
, p. 1547 - 1548 (1999)
The solid-phase synthesis of several pyrrolidines has been realised utilising imino-Sakurai and palladium-catalysed cyclisation-cleavage reactions as key steps.
Solid-phase synthesis of 4-methylene pyrrolidines and allylic amines using palladium-activated allylic linkers
Brown, Richard C.D.,Fisher, Martyn L.,Brown, Lynda J.
, p. 2699 - 2709 (2007/10/03)
The solid-phase synthesis of 4-methylene pyrrolidines and allylic amines has been achieved using palladium-catalysed nucleophilic cleavage of allylic linkages. Six pyrrolidines were synthesised in five steps from a carboxyethyl resin 20, where the key transformations included a Lewis-acid promoted imino-Sakurai type reaction and reductive alkylation prior to the final palladium-catalysed cyclisation cleavage of the allylic carboxylate linkage. Allylic carboxylate resin 22 was also shown to undergo "traceless" cleavage using various hydride sources in the presence of catalytic palladium. A more robust allylic ether linkage was also investigated. Starting from a phenol resin 36, a number of 3-aryl-allylaniines were prepared using a palladium-catalysed nucleophilic cleavage reaction.
