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Cu(I)/Chiral Bisoxazoline‐Catalyzed Enantioselective Doyle‐Kirmse Reaction of Allenyl Sulfides with α‐Diazoesters.
- Source :
-
Chemistry - A European Journal . 4/12/2022, Vol. 28 Issue 21, p1-7. 7p. - Publication Year :
- 2022
-
Abstract
- Herein, a Cu(I)‐catalyzed enantioselective Doyle‐Kirmse reaction of allenyl sulfides and α‐diazoesters is reported, which provides an efficient synthetic route to enantio‐enriched chiral tertiary homopropargylic sulfides. This reaction features high enantioselectivities (up to 96 % ee) and good functional group tolerance. The alkyl substituted α‐diazoester has also been demonstrated as the efficient substrates in the asymmetric Doyle‐Kirmse reaction. Mechanistic studies, including kinetic experiments, were conducted to gain insights into the details of the reaction pathway. The potential synthetic utility of this protocol has also been demonstrated. [ABSTRACT FROM AUTHOR]
- Subjects :
- *SULFIDES
*DIALKYLZINC
*FUNCTIONAL groups
*DIAZO compounds
Subjects
Details
- Language :
- English
- ISSN :
- 09476539
- Volume :
- 28
- Issue :
- 21
- Database :
- Academic Search Index
- Journal :
- Chemistry - A European Journal
- Publication Type :
- Academic Journal
- Accession number :
- 156278111
- Full Text :
- https://doi.org/10.1002/chem.202200170