Conjugation Driven Cascade Approach to Enantiopure Pyrano-Fused 1,5-Benzodiazepines by Tandem Condensation-[3,3] Sigmatropic Rearrangement-Aza-Michael Addition-Elimination

Husain, Irfan; Saquib, Mohammad; Shaw, A K

dc.contributor.author	Husain, Irfan
dc.contributor.author	Saquib, Mohammad
dc.contributor.author	Shaw, A K
dc.date.accessioned	2013-09-06T10:07:21Z
dc.date.available	2013-09-06T10:07:21Z
dc.date.issued	2013
dc.identifier.citation	European Journal of Organic Chemistry, 2013, 2013(11), 2194–2200	en
dc.identifier.uri	http://hdl.handle.net/123456789/1124
dc.description.abstract	Sugar based Morita-Baylis-Hillman (MBH) acetates easily obtained from commercially available D-glucal underwent rapid reaction with different o-phenylenediamines to afford a series of novel enantiomerically pure tricyclic pyrano-fused 1,5-benzodiazepines possessing multiple points of diversity which could serve as potential drug scaffolds in good yields. The driving force behind this reaction seemed to be the high stability associated with conjugated tricyclic system and involved an unprecedented amine-carbonyl condensation-[3,3] sigmatropic rearrangement-cyclization cascade.	en
dc.format.extent	7383206 bytes
dc.format.mimetype	application/pdf
dc.language.iso	en	en
dc.relation.ispartofseries	CDRI Communication No. 8385	en
dc.subject	Pyrano-fused 1,5-Benzodiazepines	en
dc.subject	Diversity-oriented synthesis	en
dc.subject	Tricyclic scaffolds	en
dc.subject	Sigmatropic rearrangement	en
dc.subject	Morita Baylis Hillman (MBH) acetates	en
dc.title	Conjugation Driven Cascade Approach to Enantiopure Pyrano-Fused 1,5-Benzodiazepines by Tandem Condensation-[3,3] Sigmatropic Rearrangement-Aza-Michael Addition-Elimination	en
dc.type	Article	en