File:Enantioselective Synthesis of Acyclic Stereotriads Featuring Fluorinated Tetrasubstituted Stereocenters (MédiHAL 3615874).jpg

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Enantioselective_Synthesis_of_Acyclic_Stereotriads_Featuring_Fluorinated_Tetrasubstituted_Stereocenters_(MédiHAL_3615874).jpg (455 × 183 pixels, file size: 14 KB, MIME type: image/jpeg)

Captions

Captions

A sequence of two unprecedented steps is described to build acyclic stereotriads bearing a fluorinated tetrasubstituted stereocenter.

Summary

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Description
English: A sequence of two unprecedented steps is described to build acyclic stereotriads bearing a fluorinated tetrasubstituted stereocenter. The sequence combines a highly diastereoselective aldol-Tishchenko reaction from readily available starting materials with an acylative double organocatalyzed kinetic resolution (DoCKR) providing enantioenriched products. This method is practically simple, general, and flexible affording different diastereomers depending on the initial substrates. A mechanistic study supports the observed stereochemistry of fluorinated products.
Date Taken on 24 January 2022
Source Enantioselective Synthesis of Acyclic Stereotriads Featuring Fluorinated Tetrasubstituted Stereocenters
Author

Na Shao, Xueyang Liu, Valérie Monnier, Laurence Charles, Jean Rodriguez, Cyril Bressy, Adrien Quintard

Laurence Charles  (1969–) wikidata:Q43124128
 
Alternative names
L Charles
Description French research fellow
Date of birth 1969 Edit this at Wikidata
Authority file
creator QS:P170,Q43124128
Adrien Quintard   wikidata:Q81717626
 
Description researcher
Authority file
creator QS:P170,Q81717626
institution QS:P195,Q30295259
institution QS:P195,Q2302586
institution QS:P195,Q3152386
institution QS:P195,Q280413
Keywords
InfoField
Polyketide; Enantioselectivity; Fluorine; Kinetic resolution; Organocatalysis

Licensing

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Public domain
This work is in the public domain in France for one of the following reasons:
  • Its author (or the last of its authors in the case of a collaboration work) died more than 70 years ago (CPI art. L123-1) and did not benefit from any copyright extension (CPI art. L123-8, L123-9 and L123-10)[1];
  • It is an anonymous or pseudonymous work (the identity of the author has never been disclosed) or a collective work[2] and more than 70 years have passed since its publication (CPI art. L123-3);
  • It is the recording of an audiovisual or musical work already in the public domain, and more than 50 years have passed since the performance or the recording (CPI art. L211-4).
Please note that moral rights still apply when the work is in the public domain. They encompass, among others, the right to the respect of the author's name, quality and work (CPI art. L121-1). Attribution therefore remains mandatory.
  1. ↑ Copyright extensions must be considered only in the case of musical works and of authors Mort pour la France (died during conflict, in the service of France). In other cases, they are included in the 70 years post mortem auctoris length (see this statement of the Cour de Cassation).
  2. ↑ The collective work status is quite restrictive, please make sure that it is actually established.

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