Literature DB >> 12489963

Studies directed toward asymmetric synthesis of cardioactive steroids via anionic polycyclization.

Zhixiang Yang1, Dean Shannon, Vouy-Linh Truong, Pierre Deslongchamps.   

Abstract

[reaction: see text] The use of anionic polycyclization (AP) in constructing the steroidal backbone of cardenolides was investigated. The reaction of 2-carbomethoxy-2-cyclohexenone I with the enolate of Nazarov reagent II gave, after decarboxylation and aldol condensation, steroid III with control of stereochemistry.

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Year:  2002        PMID: 12489963     DOI: 10.1021/ol027125o

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


  3 in total

1.  Modular Total Synthesis and Cell-Based Anticancer Activity Evaluation of Ouabagenin and Other Cardiotonic Steroids with Varying Degrees of Oxygenation.

Authors:  Hem Raj Khatri; Bijay Bhattarai; Will Kaplan; Zhongzheng Li; Marcus John Curtis Long; Yimon Aye; Pavel Nagorny
Journal:  J Am Chem Soc       Date:  2019-03-14       Impact factor: 15.419

2.  A total synthesis of (-)-Hortonone C.

Authors:  Doleshwar Niroula; Liam P Hallada; Snezna Rogelj; Rodolfo Tello-Aburto
Journal:  Tetrahedron       Date:  2016-12-11       Impact factor: 2.457

3.  An efficient synthesis of the fully elaborated isoindolinone unit of muironolide A.

Authors:  Qing Xiao; Kyle Young; Armen Zakarian
Journal:  Org Lett       Date:  2013-06-13       Impact factor: 6.005

  3 in total

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