Literature DB >> 19277357

First total synthesis of antiostatin A1, a potent carbazole-based naturally occurring antioxidant.

Carole Alayrac1, Dieter Schollmeyer, Bernhard Witulski.   

Abstract

The first total synthesis of the potent antioxidant antiostatin A1 is reported, where its key features rely on a chemo- and regioselective rhodium-catalysed crossed alkyne cyclotrimerisation reaction applying functionalised ynamides and a palladium-catalysed arylamidation reaction.

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Year:  2009        PMID： 19277357     DOI： 10.1039/b820291e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN： 1359-7345            Impact factor:   6.222


  10 in total

Review 1.  Ynamides: a modern functional group for the new millennium.

Authors:  Kyle A DeKorver; Hongyan Li; Andrew G Lohse; Ryuji Hayashi; Zhenjie Lu; Yu Zhang; Richard P Hsung
Journal:  Chem Rev       Date:  2010-09-08       Impact factor: 60.622

2.  A divergent mechanistic course of Pd(0)-catalyzed aza-Claisen rearrangement and aza-Rautenstrauch-type cyclization of N-allyl ynamides.

Authors:  Kyle A Dekorver; Richard P Hsung; Andrew G Lohse; Yu Zhang
Journal:  Org Lett       Date:  2010-04-16       Impact factor: 6.005

3.  Ynol Ethers as Ketene Equivalents in Rhodium-Catalyzed Intermolecular [5 + 2] Cycloaddition Reactions.

Authors:  Paul A Wender; Christian Ebner; Brandon D Fennell; Fuyuhiko Inagaki; Birte Schröder
Journal:  Org Lett       Date:  2017-11-03       Impact factor: 6.005

4.  A Stereoselective Intramolecular Cyclopropanation via a De Novo Class of Push-Pull Carbenes Derived from DMDO-Epoxidations of Chiral Ynamides.

Authors:  Hongyan Li; Jennifer E Antoline; Jin-Haek Yang; Ziyad F Al-Rashid; Richard P Hsung
Journal:  New J Chem       Date:  2010-01-01       Impact factor: 3.591

5.  Mechanistic Evaluation of the Ni(IPr)2-Catalyzed Cycloaddition of Alkynes and Nitriles to Afford Pyridines: Evidence for the Formation of a Key η1-Ni(IPr)2(RCN) Intermediate.

Authors:  Ryan M Stolley; Hung A Duong; Janis Louie
Journal:  Organometallics       Date:  2013-09-09       Impact factor: 3.876

6.  Highly substituted 2-amido-furans from Rh(II)-catalyzed cyclopropenations of ynamides.

Authors:  Hongyan Li; Richard P Hsung
Journal:  Org Lett       Date:  2009-10-01       Impact factor: 6.005

Review 7.  Applications of Palladium-Catalyzed C-N Cross-Coupling Reactions.

Authors:  Paula Ruiz-Castillo; Stephen L Buchwald
Journal:  Chem Rev       Date:  2016-09-30       Impact factor: 60.622

8.  Convergent Total Syntheses of (-)-Rubriflordilactone B and (-)-pseudo-Rubriflordilactone B.

Authors:  Mujahid Mohammad; Venkaiah Chintalapudi; Jeffrey M Carney; Steven J Mansfield; Pollyanna Sanderson; Kirsten E Christensen; Edward A Anderson
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-31       Impact factor: 15.336

9.  Cu(i)-catalyzed cross-coupling of primary amines with 2,2'-dibromo-1,1'-biphenyl for the synthesis of polysubstituted carbazole.

Authors:  Yan-Ning Niu; Yan Qiao; Ke-Yu Wang; Bai-Xue Sha; Gao-Qiang Li
Journal:  RSC Adv       Date:  2022-08-25       Impact factor: 4.036

10.  Synthesis of 4-Hydroxycarbazole Derivatives by Benzannulation of 3-Nitroindoles with Alkylidene Azlactones.

Authors:  Dongdong Cao; Gang Chen; Dingben Chen; Zhijun Xia; Zongyang Li; Yi Wang; Dongqing Xu; Jianguo Yang
Journal:  ACS Omega       Date:  2021-06-25
  10 in total

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