Intramolecular Nonbonding Interactions between Selenium and Sulfur - Spectroscopic Evidence and Importance in Asymmetric Synthesis

Intramolecular Nonbonding Interactions between Selenium and Sulfur - Spectroscopic Evidence and Importance in Asymmetric Synthesis

Chiral sulfur‐containing electrophilic selenium reagents can be employed to effect efficient asymmetric syntheses. Spectroscopic and chemical evidence demonstrate that the observed high selectivity of the asymmetric reactions is associated with a nonbonding selenium–sulfur interaction that is presen...

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Veröffentlicht in:European Journal of Organic Chemistry 2006-11, Vol.2006 (21), p.4867-4873
Hauptverfasser: Tiecco, Marcello, Testaferri, Lorenzo, Santi, Claudio, Tomassini, Cristina, Santoro, Stefano, Marini, Francesca, Bagnoli, Luana, Temperini, Andrea, Costantino, Ferdinando
Format: Artikel
Sprache:eng
Schlagworte:
Asymmetric electrophilic additions
Chiral selenenylating reagents
Noncovalent interactions
Selenium
Sulfur
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Zusammenfassung:Chiral sulfur‐containing electrophilic selenium reagents can be employed to effect efficient asymmetric syntheses. Spectroscopic and chemical evidence demonstrate that the observed high selectivity of the asymmetric reactions is associated with a nonbonding selenium–sulfur interaction that is present in both the crystalline form and in solution. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.200600517