Stereoselective Spirolactam Synthesis via Palladium Catalyzed Arylative Allene Carbocyclization Cascades
作者:Meiling Li、Darren J. Dixon
DOI:10.1021/ol101425y
日期:2010.9.3
A diastereoselective arylative carbocyclization of pro-nucleophile-linked allenes with aryl and heteroaryl halides to provide spirocyclic lactam products with moderate to high diastereoselectivities and good yields under Pd(0) catalysis is reported. Being operationally simple and tolerant of multiple points of diversity, this complexity building reaction cascade, in which two new carbon-carbon bonds and one new heterocyclic ring are created, should be of high value in both complex natural product synthesis as well as compound library synthesis.
Enantio- and diastereoselective palladium catalysed arylative and vinylative allene carbocyclisation cascades
作者:Meiling Li、Alison Hawkins、David M. Barber、Patrick Bultinck、Wouter Herrebout、Darren J. Dixon
DOI:10.1039/c3cc42079e
日期:——
The enantioselectivesynthesis of heavily decorated spirolactams has been accomplished via an arylative or vinylative allene carbocyclisation cascade. Mediated by silver phosphate, a range of allene-linked pro-nucleophiles and aryl or vinyl iodides were reacted in the presence of catalytic Pd(OAc)2 and chiral bis(oxazoline) ligands to afford the spirolactam products in good yields and high enantio-