Literature DB >> 15876024

Synthetic studies toward the construction of the cis-decalin portion of superstolides A and B. Application of a sequential double michael reaction and an anionic oxy-Cope rearrangement.

Zhengmao Hua1, Wensheng Yu, Mei Su, Zhendong Jin.   

Abstract

A highly convergent strategy for the asymmetric synthesis of the cis-decalin portion of the antitumor macrolide superstolide A was developed. The key reactions in our approach involve a sequential double Michael reaction and an anionic oxy-Cope rearrangement.

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Year:  2005        PMID： 15876024     DOI： 10.1021/ol050339w

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


  8 in total

1.  Total syntheses and structural revision of alpha- and beta-diversonolic esters and total syntheses of diversonol and blennolide C.

Authors:  K C Nicolaou; Ang Li
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

2.  Controlling the facial selectivity of asymmetric [4+2] cyclo-additions: a concise synthesis of the cis-decalin core structure of superstolides A and B.

Authors:  Lei Chen; Zhengmao Hua; Gangqin Li; Zhendong Jin
Journal:  Org Lett       Date:  2011-06-14       Impact factor: 6.005

3.  Asymmetric [4+2] cycloadditions employing 1,3-dienes derived from (R)-4-t-butyldimethyl-silyloxy-2-cyclohexen-1-one.

Authors:  Zhengmao Hua; Lei Chen; Yan Mei; Zhendong Jin
Journal:  Tetrahedron Lett       Date:  2009-12-01       Impact factor: 2.415

4.  Sustainable Pd(OAc)2 /Hydroquinone Cocatalyst System for Cis-Selective Dibenzoyloxylation of 1,3-Cyclohexadiene.

Authors:  Alexios G Stamoulis; Peng Geng; Michael A Schmidt; Martin D Eastgate; Alina Borovika; Kenneth J Fraunhoffer; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2021-09-17       Impact factor: 16.823

5.  Total synthesis of (+)-superstolide A.

Authors:  Mariola Tortosa; Neal A Yakelis; William R Roush
Journal:  J Org Chem       Date:  2008-12-19       Impact factor: 4.354

6.  Palladium-catalyzed chemo- and enantioselective oxidation of allylic esters and carbonates.

Authors:  Barry M Trost; Jeffery Richardson; Kelvin Yong
Journal:  J Am Chem Soc       Date:  2006-03-01       Impact factor: 15.419

7.  Design, synthesis, and biological evaluation of truncated superstolide A.

Authors:  Lei Chen; Kausar Begam Riaz Ahmed; Peng Huang; Zhendong Jin
Journal:  Angew Chem Int Ed Engl       Date:  2013-02-13       Impact factor: 15.336

8.  Enantiocontrolled Preparation of ϒ-Substituted Cyclohexenones: Synthesis and Kinase Activity Assays of Cyclopropyl-Fused Cyclohexane Nucleosides.

Authors:  Sergio Jurado; Beatriz Domínguez-Pérez; Ona Illa; Jan Balzarini; Félix Busqué; Ramon Alibés
Journal:  Int J Mol Sci       Date:  2022-08-26       Impact factor: 6.208
  8 in total

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