Alkenes as Chelating Groups in Diastereoselective
Additions of Organometallics to Ketones

Walsh, Patrick J.

Alkenes as Chelating Groups in Diastereoselective Additions of Organometallics to Ketones

Posted on 2015-12-17 - 05:07

Alkenes have been discovered to be chelating groups to Zn(II), enforcing highly stereoselective additions of organozincs to β,γ-unsaturated ketones. ¹H NMR studies and DFT calculations provide support for this surprising chelation mode. The results expand the range of coordinating groups for chelation-controlled carbonyl additions from heteroatom Lewis bases to simple C–C double bonds, broadening the 60 year old paradigm.

CITE THIS COLLECTION

Raffier, Ludovic; Gutierrez, Osvaldo; Stanton, Gretchen R.; Kozlowski, Marisa C.; Walsh, Patrick J. (2015). Alkenes as Chelating Groups in Diastereoselective Additions of Organometallics to Ketones. ACS Publications. Collection. https://doi.org/10.1021/om5007006

https://doi.org/10.1021/om5007006

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