Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic a-alkylation of aldehydes

Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic a-alkylation of aldehydes

Arceo, E.; Jurberg, I. D.; Álvarez-Fernández, A.; Melchiorre, P.

Abstract:

To harvest energy from light sources in catalytic asymmetric processes is a formidable challenge towards the development of sustainable methods. However, the design of such transformations is difficult due to the inherit hurdle of combining the short-lived nature of electronically excited states with the stereodefining event promoted by an enantiopure catalyst. Herein, we describe a highly enantioselective protocol for the α-alkylation of aldehydes through the use of a visible light source, which proceeds by means of chiral charge-transfer complexes. Mechanistic evidences are provided.

To harvest energy from light sources in catalytic asymmetric processes is a formidable challenge towards the development of sustainable methods. However, the design of such transformations is difficult due to the inherit hurdle of combining the short-lived nature of electronically excited states with the stereodefining event promoted by an enantiopure catalyst. Herein, we describe a highly enantioselective protocol for the α-alkylation of aldehydes through the use of a visible light source, which proceeds by means of chiral charge-transfer complexes. Mechanistic evidences are provided.

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DOI: 10.5151/chempro-15bmos-BMOS2013_201381913549

Referências bibliográficas

• [1] 1 For a leading reference, see: Nicewicz, D. A.; MacMillan, D. W. C. Science 2008, 322, 77.
• [2] 2 Arceo, E.; Jurberg, I. D.; Álvarez- Fernández, A.; Melchiorre, P.; Nature Chem. 2013, In press, DOI: 10.1038/NCHEM.1727

Como citar:

Arceo, E.; Jurberg, I. D.; Álvarez-Fernández, A.; Melchiorre, P.; "Photochemical activity of a key donor-acceptor complex can drive stereoselective catalytic a-alkylation of aldehydes", p-44-44. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_201381913549