Literature DB >> 21578945

Dimethyl 11,13-dimethyl-16-[1,2-bis-(methoxy-carbon-yl)ethen-yl]-12-oxo-16,17-dioxa-18-aza-hexa-cyclo-[7.5.1.1.1.1.0]octa-deca-2,7-diene-2,3-dicarboxyl-ate.

Atash V Gurbanov, Eugeniya V Nikitina, Elena A Sorokina, Fedor I Zubkov, Victor N Khrustalev.   

Abstract

The title compound, C(27)H(29)NO(11), is a product of the tandem 'domino' Diels-Alder reaction. The mol-ecule comprises a fused hexa-cyclic system containing four five-membered rings (two dihydro-furan and two tetra-hydro-furan) in the usual envelope conformations and two six-membered rings (tetra-hydro-pyridinone and piperidine) adopting slightly flattened boat and chair conformations, respectively. The dispositions of the carboxyl-ate substituents relative to each other are determined by both steric reasons and inter-molecular C-H⋯O hydrogen bonding and attractive anti-parallel C=O⋯C=O inter-actions [C⋯O = 2.995 (2) Å].

Entities:  

Year:  2009        PMID: 21578945      PMCID: PMC2972130          DOI: 10.1107/S1600536809050600

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  6 in total

1.  Tandem Dielsminus signAlder Cycloadditions in Organic Synthesis.

Authors:  Jeffrey D. Winkler
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  New Strategy for the Stereocontrolled Construction of Decalins and Fused Polycycles via a Tandem Diels-Alder Ring-Opening Sequence.

Authors:  Mark Lautens; Eric Fillion
Journal:  J Org Chem       Date:  1996-11-15       Impact factor: 4.354

3.  The Domino Way to Heterocycles.

Authors:  Albert Padwa; Scott K Bur
Journal:  Tetrahedron       Date:  2007-06-18       Impact factor: 2.457

4.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

5.  Toward an understanding of the selectivity in domino reactions. A DFT study of the reaction between acetylenedicarboxylic acid and 1, 3-Bis(2-furyl)propane

Authors: 
Journal:  J Org Chem       Date:  2000-06-02       Impact factor: 4.354

6.  An Expedient Route for the Stereoselective Construction of Bridged Polyheterocyclic Ring Systems Using the Tandem "Pincer" Diels-Alder Reaction.

Authors:  Mark Lautens; Eric Fillion
Journal:  J Org Chem       Date:  1997-06-27       Impact factor: 4.354

  6 in total
  2 in total

1.  Dimethyl 1-(4-methyl-phen-yl)-8-(thio-phen-2-yl)-11-oxatricyclo-[6.2.1.0(2,7)]undeca-2,4,6,9-tetra-ene-9,10-dicarboxy-late.

Authors:  B Balakrishnan; Meganathan Nandakumar; Pandamangalam R Seshadri; Arasambattu K Mohanakrishnan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-03-06

2.  Ethyl 1,3,10,12-tetra-phenyl-19,20-dioxa-hexa-cyclo-[10.6.1.1.0.0.0]icosa-4(9),5,7,13(18),14,16-hexa-ene-2-carboxyl-ate.

Authors:  P Narayanan; K Sethusankar; Meganathan Nandhakumar; Arasambattu K Mohanakrishnan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-11-13
  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.