Literature DB >> 21675754

Concise total synthesis of (-)-8-epigrosheimin.

Haishen Yang1, Yuzhe Gao, Xiaoxiao Qiao, Longguan Xie, Xiaohua Xu.   

Abstract

A highly efficient route was developed to synthesize (-)-8-epigrosheimin in four steps from aldehyde 2 based on a substrate-controlled method. The key steps of the synthesis included (1) a stereo- and regioselective allylation addition, (2) an intramolecular translactonization, and (3) an aldehyde-ene cyclization.
© 2011 American Chemical Society

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Year:  2011        PMID: 21675754     DOI: 10.1021/ol201322w

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


  5 in total

1.  Carvone-Derived P-Stereogenic Phosphines: Design, Synthesis, and Use in Allene-Imine [3 + 2] Annulation.

Authors:  Andrew J Smaligo; Sriramurthy Vardhineedi; Ohyun Kwon
Journal:  ACS Catal       Date:  2018-05-04       Impact factor: 13.084

2.  Allylative Approaches to the Synthesis of Complex Guaianolide Sesquiterpenes from Apiaceae and Asteraceae.

Authors:  Xirui Hu; Andrew J Musacchio; Xingyu Shen; Yujia Tao; Thomas J Maimone
Journal:  J Am Chem Soc       Date:  2019-09-06       Impact factor: 15.419

3.  Hydrodealkenylative C(sp3)-C(sp2) bond fragmentation.

Authors:  Andrew J Smaligo; Manisha Swain; Jason C Quintana; Mikayla F Tan; Danielle A Kim; Ohyun Kwon
Journal:  Science       Date:  2019-05-17       Impact factor: 47.728

4.  A Double Allylation Strategy for Gram-Scale Guaianolide Production: Total Synthesis of (+)-Mikanokryptin.

Authors:  Xirui Hu; Silong Xu; Thomas J Maimone
Journal:  Angew Chem Int Ed Engl       Date:  2017-01-03       Impact factor: 15.336

Review 5.  Natural and Synthetic Lactones Possessing Antitumor Activities.

Authors:  Younghoon Kim; Sandip Sengupta; Taebo Sim
Journal:  Int J Mol Sci       Date:  2021-01-21       Impact factor: 6.208

  5 in total

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