Literature DB >> 27797210

A Short Diastereoselective Total Synthesis of (±)-Vibralactone.

Alexander J Leeder1, Robert J Heap1, Lynda J Brown1, Xavier Franck2, Richard C D Brown1.   

Abstract

A total synthesis of the (±)-vibralactone has been achieved in 11 steps and 16% overall yield from malonic acid. Key steps include a highly diastereoselective allylation of an α-formyl ester containing an all carbon α-quaternary center, a Pd-catalyzed deallylative β-lactonization, and an aldehyde-selective Wacker oxidation of a terminal alkene.

Entities:  

Year:  2016        PMID: 27797210     DOI: 10.1021/acs.orglett.6b03007

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


  2 in total

1.  A Concise Total Synthesis of (±)-Vibralactone.

Authors:  Sepand K Nistanaki; Luke A Boralsky; Roy D Pan; Hosea M Nelson
Journal:  Angew Chem Int Ed Engl       Date:  2019-01-09       Impact factor: 15.336

2.  Lanostane triterpenoids from fruiting bodies of basidiomycete Stereum sp., structures and biological activities.

Authors:  Jian-Neng Yao; Lin Chen; Yang Tang; He-Ping Chen; Zhen-Zhu Zhao; Zheng-Hui Li; Tao Feng; Ji-Kai Liu
Journal:  J Antibiot (Tokyo)       Date:  2017-10-25       Impact factor: 2.649

  2 in total

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