936551-23-4Relevant articles and documents
Regio- and diastereoselective decarboxylative coupling of heteroaromatic alkanes
Waetzig, Shelli R.,Tunge, Jon A.
, p. 4138 - 4139 (2008/01/27)
Allylic esters of heteroaromatic alkanes undergo facile palladium-catalyzed decarboxylative coupling. The resulting C-C bond is formed with high diastereoselectivity and high regioselectivity for coupling at the more substituted allyl terminus. It is proposed that this unusual combination of selectivities results from a tandem allylation/aza-Cope rearrangement sequence. After allylation, decarboxylative dearomatization produces an intermediate for the aza-Cope rearrangement. The subsequent aza-Cope rearrangement occurs under mild conditions because it is driven by rearomatization. Copyright
