Elaboration of Sterically Hindered δ-Lactones through Ring-Closing Metathesis: Application to the Synthesis of the C1–C27 Fragment of Hemicalide | Zendy

Camille Lecourt | Zendy; Boinapally Srikanth | Zendy; Sabrina Dhambri | Zendy; Guillaume Boissonnat | Zendy; Christophe Meyer | Zendy; Janine Cossy | Zendy; François Sautel | Zendy; Georges Massiot | Zendy; Janick Ardisson | Zendy; Geoffroy Sorin | Zendy; MarieIsabelle Lannou | Zendy

Open Access

Elaboration of Sterically Hindered δ-Lactones through Ring-Closing Metathesis: Application to the Synthesis of the C1–C27 Fragment of Hemicalide

Author(s) -

Camille Lecourt,

Boinapally Srikanth,

Sabrina Dhambri,

Guillaume Boissonnat,

Christophe Meyer,

Janine Cossy,

François Sautel,

Georges Massiot,

Janick Ardisson,

Geoffroy Sorin,

MarieIsabelle Lannou

Publication year - 2016

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/acs.joc.6b02208

Subject(s) - chemistry , ring closing metathesis , fragment (logic) , steric effects , metathesis , stereochemistry , ruthenium , lactone , salt metathesis reaction , ring (chemistry) , metabolite , combinatorial chemistry , catalysis , organic chemistry , biochemistry , computer science , polymerization , programming language , polymer

The synthesis of the C1-C27 fragment of hemicalide, a marine metabolite displaying a unique potent antiproliferative activity, has been accomplished. The synthetic approach highlights a remarkably efficient ring-closing metathesis reaction catalyzed by Nolan ruthenium indenylidene complexes to elaborate the highly substituted δ-lactone framework.

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