A concise synthesis of chiral indanes as α1A adrenoceptor partial agonists. Issue 47 (25th November 2015)

• Record Type: Journal Article
• Authors: Roberts, Lee R.; Corbett, Matthew S.; Fussell, Steven J.; Hitzel, Laure; Jessiman, Alan S.; Mason, Helen J.; Osborne, Rachel; Ralph, Michael J.; Stennett, Adam S.D.; Wheeler, Simon; Storer, R. Ian
• Is Part Of: Tetrahedron letters. Volume 56:Issue 47(2015)
• Page Start: 6546
• Page End: 6550
• Publication Date: 2015-11-25
• Subjects: Adrenoceptor agonist -- Asymmetric hydrogenation -- Indane -- Indanone -- PF-03774076; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.10.004
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: The synthesis of a series of chiral indanes with reported α1A partial agonist activity is outlined, applying a rhodium catalysed cyclisation for template construction. This method was extended to the asymmetric synthesis of lead compound PF-03774076 (1 ) which was prepared on >20 g scale in seven steps. Highlights include Rh-mediated cyclocarbonylation and an asymmetric alkene hydrogenation.