143955-07-1Relevant academic research and scientific papers
α'-benzoyloxy and α'-methoxymethoxy lithium enolates giving opposite diastereofacial selectivities in aldol reactions. Use of (probable) extended chelation for reversal of stereoselectivities
Choudhury,Thornton
, p. 2221 - 2224 (2007/10/02)
The Li enolates of α-benzoyloxy and α-methoxymethoxy ketones 1a and 1c afford nonchelation and chelation aldol products, respectively, both with usefully high diastereofacial selectivities. Evidence suggests that transition state chelation of the benzoyl C = O is responsible for the observed 'nonchelation' stereoselectivity of 1a.
Asymmetric Aldol Reactions of an α-Benzoyl Titanium Enolate
Choudhury, Anusuya,Thornton, Edward R.
, p. 5701 - 5708 (2007/10/02)
Diastereofacial selectivities of 97-99.7 percent can be conveniently obtained in aldol reactions of the chiral titanium enolate derived from the ketone C2H5COCH(OCOPh)cyclo-C6H11, with representative aldehydes.
