Journalartikel

Jahr der Veröffentlichung: 1999

Seiten: 929-931

Zeitschrift: Organic Letters

Bandnummer: 1

Heftnummer: 6

ISSN: 1523-7060

DOI Link: https://doi.org/10.1021/ol990843z

Verlag: American Chemical Society

Abstract: 
The allyl zincation of vinyllithium or Grignard reagents was studied computationally and compared to the allyl zincation of ethylene. The key step is a preorganization of the reagents via Zn-Br-Li (or Mg) coordination, which is also apparent in the transition structures. The experimentally observed diastereoselectivity when substituted (E)- or (Z) vinyllithium reagents are added to crotylzinc bromide may also be explained in terms of preferentially stabilized transition structures with cisoid allyl moieties.

Harvard-Zitierstil: Marek, I., Schreiner, P. and Normant, J. (1999) Allyl zincation of vinyl metals: A computational study, Organic Letters, 1(6), pp. 929-931. https://doi.org/10.1021/ol990843z

APA-Zitierstil: Marek, I., Schreiner, P., & Normant, J. (1999). Allyl zincation of vinyl metals: A computational study. Organic Letters. 1(6), 929-931. https://doi.org/10.1021/ol990843z