Literature DB >> 20161032

Retro iminonitroso Diels-Alder reactions: interconversion of nitroso cycloadducts.

Baiyuan Yang1, Weimin Lin, Viktor Krchnak, Marvin J Miller.   

Abstract

Retro iminonitroso Diels-Alder reactions were investigated in both solution and solid phase. In thermal or Cu(I)-mediated reactions, interconversion of various nitroso cycloadducts occurred in the presence of separate dienes. Up to 99% of conversion was observed. Use of chiral ligands in the Cu(I)-medicated reactions gave new cycloadducts enantioselectively.

Entities:  

Year:  2009        PMID： 20161032      PMCID： PMC2751853          DOI： 10.1016/j.tetlet.2009.07.121

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  11 in total

1.  The Hetero Diels-Alder Reactions between D-Mannose-Derived Halonitroso Compounds and Cyclopentadiene: Scope and Limitations.

Authors:  Deyi Zhang; Carsten Süling; Marvin J. Miller
Journal:  J Org Chem       Date:  1998-02-06       Impact factor: 4.354

2.  Solid-supported nitroso hetero diels-alder reactions. 2. Arylnitroso dienophiles: scope and limitations.

Authors:  Viktor Krchnák; Ute Moellmann; Hans-Martin Dahse; Marvin J Miller
Journal:  J Comb Chem       Date:  2007-12-07

3.  Catalytic asymmetric nitroso-Diels-Alder reaction with acyclic dienes.

Authors:  Yuhei Yamamoto; Hisashi Yamamoto
Journal:  Angew Chem Int Ed Engl       Date:  2005-11-04       Impact factor: 15.336

4.  Reversible Diels-Alder reactions for the generation of dynamic combinatorial libraries.

Authors:  Peter J Boul; Philippe Reutenauer; Jean-Marie Lehn
Journal:  Org Lett       Date:  2005-01-06       Impact factor: 6.005

5.  Syntheses of new spirocarbocyclic nucleoside analogs using iminonitroso Diels-Alder reactions.

Authors:  Weimin Lin; Anuradha Gupta; Kyung Hee Kim; David Mendel; Marvin J Miller
Journal:  Org Lett       Date:  2009-01-15       Impact factor: 6.005

6.  Catalytic, highly enantio, and diastereoselective nitroso diels-alder reaction.

Authors:  Yuhei Yamamoto; Hisashi Yamamoto
Journal:  J Am Chem Soc       Date:  2004-04-07       Impact factor: 15.419

7.  Chemoenzymatic synthesis and synthetic application of enantiopure aminocyclopentenols: total synthesis of carbocyclic (+)-uracil polyoxin C and its alpha-epimer.

Authors:  Fangzheng Li; John B Brogan; Jennifer L Gage; Deyi Zhang; Marvin J Miller
Journal:  J Org Chem       Date:  2004-06-25       Impact factor: 4.354

8.  Evolution of natural product scaffolds by acyl- and arylnitroso hetero-diels-alder reactions: new chemistry on piperine.

Authors:  Viktor Krchnák; Katherine R Waring; Bruce C Noll; Ute Moellmann; Hans-Martin Dahse; Marvin J Miller
Journal:  J Org Chem       Date:  2008-05-20       Impact factor: 4.354

9.  Iminonitroso Diels-Alder reactions for efficient derivatization and functionalization of complex diene-containing natural products.

Authors:  Fangzheng Li; Baiyuan Yang; Marvin J Miller; Jaroslav Zajicek; Bruce C Noll; Ute Möllmann; Hans-Martin Dahse; Patricia A Miller
Journal:  Org Lett       Date:  2007-06-30       Impact factor: 6.005

10.  Explorations into neolignan biosynthesis: concise total syntheses of helicterin B, helisorin, and helisterculin A from a common intermediate.

Authors:  Scott A Snyder; Ferenc Kontes
Journal:  J Am Chem Soc       Date:  2009-02-11       Impact factor: 15.419
View more
  5 in total

1.  Syntheses and biological evaluation of ring-C modified colchicine analogs.

Authors:  Baiyuan Yang; Zhiqing C Zhu; Holly V Goodson; Marvin J Miller
Journal:  Bioorg Med Chem Lett       Date:  2010-03-15       Impact factor: 2.823

2.  Selective molecular sequestration with concurrent natural product functionalization and derivatization: from crude natural product extracts to a single natural product derivative in one step.

Authors:  Viktor Krchňák; Jaroslav Zajíček; Patricia A Miller; Marvin J Miller
Journal:  J Org Chem       Date:  2011-11-16       Impact factor: 4.354

3.  N-O chemistry for antibiotics: discovery of N-alkyl-N-(pyridin-2-yl)hydroxylamine scaffolds as selective antibacterial agents using nitroso Diels-Alder and ene chemistry.

Authors:  Timothy A Wencewicz; Baiyuan Yang; James R Rudloff; Allen G Oliver; Marvin J Miller
Journal:  J Med Chem       Date:  2011-09-15       Impact factor: 7.446

4.  Preparation and biological evaluation of novel leucomycin analogs derived from nitroso Diels-Alder reactions.

Authors:  Baiyuan Yang; Tina Zöllner; Peter Gebhardt; Ute Möllmann; Marvin J Miller
Journal:  Org Biomol Chem       Date:  2009-12-11       Impact factor: 3.876

Review 5.  Stereo- and regioselectivity of the hetero-Diels-Alder reaction of nitroso derivatives with conjugated dienes.

Authors:  Lucie Brulíková; Aidan Harrison; Marvin J Miller; Jan Hlaváč
Journal:  Beilstein J Org Chem       Date:  2016-09-01       Impact factor: 2.883
  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.