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Literature DB >> 19863143

Synthetic study toward the total synthesis of maoecrystal V.

Jianxian Gong¹, Guang Lin, Chuang-chuang Li, Zhen Yang.

Abstract

A novel and concise approach for the construction of the core structure of maoecrystal V (1) has been developed. Utilizing the lead-mediated arylation of beta-ketoesters and oxidative dearomatization/IMDA reaction as key steps, the two consecutive all-carbon quaternary centers (C-9 and C-10) were constructed in a stereoselective manner. The developed chemistry paves the way for the total synthesis of this fascinating natural product.

Entities: Chemical Gene

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Year: 2009 PMID： 19863143 DOI： 10.1021/ol9014392

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

11 in total

1. Studies toward the synthesis of maoecrystal V.

Authors: Zhenhua Gu; Armen Zakarian
Journal: Org Lett Date: 2011-01-27 Impact factor: 6.005

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

Authors: Feng Peng; Samuel J Danishefsky
Journal: Tetrahedron Lett Date: 2011-04-27 Impact factor: 2.415

Synthetic study toward the total synthesis of maoecrystal V.

1. Studies toward the synthesis of maoecrystal V.

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

3. Synthetic Studies towards Maoecrystal V.

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

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

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

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

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

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

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