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Literature DB >> 21516211

Toward the total synthesis of maoecrystal V: an intramolecular Diels-Alder route to the maoecrystal V pentacyclic core with the appropriate relative stereochemistry.

Abstract

A diastereoselective route to the maoecrystal V core compound (6) has been achieved. Key transformations include an intramolecular Diels-Alder cyclization and an exo-glycal epoxide rearrangement sequence.

Entities: CellLine Chemical Disease Gene

Year: 2011 PMID： 21516211 PMCID： PMC3079889 DOI： 10.1016/j.tetlet.2010.11.029

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

9 in total

1. Total synthesis of (±) maoecrystal V.

Authors: Jianxian Gong; Guang Lin; Wenbo Sun; Chuang-Chuang Li; Zhen Yang
Journal: J Am Chem Soc Date: 2010-11-04 Impact factor: 15.419

2. Synthetic Studies towards Maoecrystal V.

Authors: Feng Peng; Maolin Yu; Samuel J Danishefsky
Journal: Tetrahedron Lett Date: 2009-11-25 Impact factor: 2.415

3. Harnessing glycal-epoxide rearrangements: the generation of the AB, EF, and IJ rings of adriatoxin.

Authors: Clement Osei Akoto; Jon D Rainier
Journal: Angew Chem Int Ed Engl Date: 2008 Impact factor: 15.336

4. Synthetic study toward the total synthesis of maoecrystal V.

Authors: Jianxian Gong; Guang Lin; Chuang-chuang Li; Zhen Yang
Journal: Org Lett Date: 2009-11-05 Impact factor: 6.005

5. Synthesis of functionalized maoecrystal V core structures.

Authors: K C Nicolaou; Lin Dong; Lujiang Deng; Adam C Talbot; David Y-K Chen
Journal: Chem Commun (Camb) Date: 2009-10-23 Impact factor: 6.222

6. A synthesis of the carbocyclic core of maoecrystal V.

Authors: Kiel E Lazarski; Dennis X Hu; Charlotte L Stern; Regan J Thomson
Journal: Org Lett Date: 2010-07-02 Impact factor: 6.005

7. Studies on the total synthesis of steroidal antibiotics. I. An efficient, stereoselective method for the formation of trans-syn-trans-perhydrophenanthrene derivatives.

Authors: R E Ireland; U Hengartner
Journal: J Am Chem Soc Date: 1972-05-17 Impact factor: 15.419

8. Maoecrystal V, cytotoxic diterpenoid with a novel C19 skeleton from Isodon eriocalyx (Dunn.) hara.

Authors: Sheng-Hong Li; Jia Wang; Xue-Mei Niu; Yun-Heng Shen; Hong-Jie Zhang; Han-Dong Sun; Ma-Lin Li; Qin-E Tian; Yang Lu; Peng Cao; Qi-Tai Zheng
Journal: Org Lett Date: 2004-11-11 Impact factor: 6.005

9. A synthesis of the carbon skeleton of maoecrystal V.

Authors: Paul J Krawczuk; Niklas Schöne; Phil S Baran
Journal: Org Lett Date: 2009-11-05 Impact factor: 6.005

9 in total

8 in total

Toward the total synthesis of maoecrystal V: an intramolecular Diels-Alder route to the maoecrystal V pentacyclic core with the appropriate relative stereochemistry.

1. Total synthesis of (±) maoecrystal V.

2. Synthetic Studies towards Maoecrystal V.

3. Harnessing glycal-epoxide rearrangements: the generation of the AB, EF, and IJ rings of adriatoxin.

4. Synthetic study toward the total synthesis of maoecrystal V.

5. Synthesis of functionalized maoecrystal V core structures.

6. A synthesis of the carbocyclic core of maoecrystal V.

7. Studies on the total synthesis of steroidal antibiotics. I. An efficient, stereoselective method for the formation of trans-syn-trans-perhydrophenanthrene derivatives.

8. Maoecrystal V, cytotoxic diterpenoid with a novel C19 skeleton from Isodon eriocalyx (Dunn.) hara.

9. A synthesis of the carbon skeleton of maoecrystal V.

1. Total synthesis of maoecrystal V: early-stage C-H functionalization and lactone assembly by radical cyclization.

2. Mn-, Fe-, and Co-Catalyzed Radical Hydrofunctionalizations of Olefins.

3. Evaluation of 'east-to-west' ether-forming strategies for the total synthesis of maoecrystal V.

4. Oxidative Coupling of Enolates, Enol Silanes and Enamines: Methods and Natural Product Synthesis.

5. Total synthesis of (±)-maoecrystal V.

6. Synthesis of a family of spirocyclic scaffolds: building blocks for the exploration of chemical space.

7. Enantioselective synthesis of (-)-maoecrystal V by enantiodetermining C-H functionalization.

8. 11-Step Total Synthesis of (-)-Maoecrystal V.