Journal article
Diastereoselective acyl nitroso Diels-Alder reactions using 1,3-dienes derived from (R)-4-tert-butyldimethylsilyloxy-2-cyclohexen-1-one
Tetrahedron letters, Vol.117, 154367
03/2023
DOI: 10.1016/j.tetlet.2023.154367
Abstract
[Display omitted]
1,3-Dienes derived from (R)-4-t-butyldimethylsilyloxy-2-cyclohexen-1-one react with acyl nitroso dienophiles to form exclusively anti [4 + 2] cycloaddition products. These regio and diastereoselective acyl nitroso Diels-Alder reactions increase the asymmetric complexity from one chiral center in the starting material to three chiral centers in the products in a single step and provide a powerful approach for the asymmetric synthesis of compounds containing 3,6-dihydro-1,2-oxazine structural feature.
Details
- Title: Subtitle
- Diastereoselective acyl nitroso Diels-Alder reactions using 1,3-dienes derived from (R)-4-tert-butyldimethylsilyloxy-2-cyclohexen-1-one
- Creators
- Dengfu LuLei ChenAvishek RoyZhendong Jin
- Resource Type
- Journal article
- Publication Details
- Tetrahedron letters, Vol.117, 154367
- Publisher
- Elsevier Ltd
- DOI
- 10.1016/j.tetlet.2023.154367
- ISSN
- 0040-4039
- eISSN
- 1873-3581
- Grant note
- DOI: 10.13039/100000054, name: National Cancer Institute, award: R01 CA109208; DOI: 10.13039/501100003397, name: Huazhong University of Science and Technology; DOI: 10.13039/100000002, name: National Institutes of Health
- Language
- English
- Electronic publication date
- 01/2023
- Date published
- 03/2023
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Medicinal and Natural Products Chemistry
- Record Identifier
- 9984366304302771
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