Literature DB >> 10880197

Efficient synthesis of the C(1)-C(11) fragment of the tedanolides. The nonaldol aldol process in synthesis.

M E Jung1, R Marquez.   

Abstract

[reaction: see text] The nonaldol aldol process developed in our laboratories has been applied to the synthesis of a C(1)-C(11) fragment 22 of the novel macrocyclic cytotoxic agents tedanolide and 13-deoxytedanolide 1 and 2. The commercially available hydroxy ester 7 was converted in 24 steps into compound 22 using two nonaldol aldol reactions.

Entities:  

Mesh:

Substances:

Year:  2000        PMID: 10880197     DOI: 10.1021/ol005675l

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


  4 in total

1.  Computational elucidation of the origins of reactivity and selectivity in non-aldol aldol rearrangements of cyclic epoxides.

Authors:  Hao Wang; K N Houk; Damian A Allen; Michael E Jung
Journal:  Org Lett       Date:  2011-05-13       Impact factor: 6.005

2.  Total syntheses of (+)-tedanolide and (+)-13-deoxytedanolide.

Authors:  Joshua R Dunetz; Lisa D Julian; Jason S Newcom; William R Roush
Journal:  J Am Chem Soc       Date:  2008-12-03       Impact factor: 15.419

3.  Asymmetric synthesis of anti-aldol segments via a nonaldol route: synthetic applications to statines and (-)-tetrahydrolipstatin.

Authors:  Arun K Ghosh; Khriesto Shurrush; Sarang Kulkarni
Journal:  J Org Chem       Date:  2009-06-19       Impact factor: 4.354

4.  Two new cytotoxic candidaspongiolides from an indonesian sponge.

Authors:  Agus Trianto; Idam Hermawan; Toshimasa Suzuka; Junichi Tanaka
Journal:  ISRN Pharm       Date:  2011-07-18
  4 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.