Literature DB >> 22003969

Synthesis of a platform to access bistramides and their analogues.

Malgorzata Commandeur1, Claude Commandeur, Janine Cossy.   

Abstract

The platform C14-C40, which can be used to prepare bistramide C and 39-oxobistramide K, was synthesized in 19 steps with an overall yield of 6.2%. Furthermore, the chemoselective reduction of the ketone at C-39 was performed giving an easy access to bistramides A, B, D, K, and L. Finally, the versatility of the synthesis of the C14-C40 fragment can allow the preparation of a large variety of stereoisomers to produce bistramide analogues.

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 22003969     DOI: 10.1021/ol202483u

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


  5 in total

1.  Synthesis of diphenylhexatriene by the Pd-catalyzed dimerization of cinnamyl acetate.

Authors:  Tehetena Mesganaw; G-Yoon J Im; Neil K Garg
Journal:  J Org Chem       Date:  2013-02-26       Impact factor: 4.354

2.  A Mechanistically Inspired Halenium Ion Initiated Spiroketalization: Entry to Mono- and Dibromospiroketals.

Authors:  Kumar Dilip Ashtekar; Hadi Gholami; Mehdi Moemeni; Ankush Chakraborty; Lindsey Kiiskila; Xinliang Ding; Edmond Toma; Christopher Rahn; Babak Borhan
Journal:  Angew Chem Int Ed Engl       Date:  2022-01-11       Impact factor: 16.823

3.  Selective cross-coupling of organic halides with allylic acetates.

Authors:  Lukiana L Anka-Lufford; Michael R Prinsell; Daniel J Weix
Journal:  J Org Chem       Date:  2012-11-06       Impact factor: 4.354

4.  Spiroacetal formation through telescoped cycloaddition and carbon-hydrogen bond functionalization: total synthesis of bistramide A.

Authors:  Xun Han; Paul E Floreancig
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-04       Impact factor: 15.336

5.  Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks.

Authors:  Meriem K Abderrezak; Kristýna Šichová; Nancy Dominguez-Boblett; Antoine Dupé; Zahia Kabouche; Christian Bruneau; Cédric Fischmeister
Journal:  Beilstein J Org Chem       Date:  2015-10-08       Impact factor: 2.883

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.