Rota, F;
Benhamou, L;
Sheppard, T;
(2015)
Asymmetric Synthesis of Secondary Alcohols and 1,2-Disubstituted Epoxides via Organocatalytic Sulfenylation.
Synlett
, 27
(01)
pp. 33-36.
10.1055/s-0035-1560769.
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Abstract
Enantioenriched secondary alcohols can be prepared via a short reaction sequence involving asymmetric organocatalytic sulfenylation of an aldehyde, organometallic addition, and desulfurization. This process provides access to enantioenriched alcohols with sterically similar groups attached to the alcohol carbon atom. The intermediate β-hydroxysulfides can also serve as precursors to enantioenriched 1,2-disubstituted epoxides via alkylation of the sulfur and subsequent base-mediated ring closure.
| Type: | Article |
|---|---|
| Title: | Asymmetric Synthesis of Secondary Alcohols and 1,2-Disubstituted Epoxides via Organocatalytic Sulfenylation |
| Open access status: | An open access version is available from UCL Discovery |
| DOI: | 10.1055/s-0035-1560769 |
| Publisher version: | http://dx.doi.org/10.1055/s-0035-1560769 |
| Language: | English |
| Additional information: | © Georg Thieme Verlag Stuttgart · New York |
| Keywords: | asymmetric synthesis; organocatalysis; alcohols; sulfur; epoxides |
| UCL classification: | UCL UCL > Provost and Vice Provost Offices > UCL BEAMS UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry |
| URI: | https://discovery.ucl.ac.uk/id/eprint/1473232 |
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