期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 39, 页码 10416-10419出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406645
关键词
aluminum; carbonates; epoxides; homogeneous catalysis; syn diols
资金
- European Community [622587]
- ICIQ
- ICREA
- Spanish MINECO [CTQ2011-27385]
- Generalitat de Catalunya
- ICREA Funding Source: Custom
The efficient and highly selective formation of a wide range of (hetero) cyclic cis-diol scaffolds using aminotriphenolate-based metal catalysts is reported. The key intermediates are cyclic carbonates, which are obtained in high yield and with high levels of diastereo- and chemoselectivity from the parent oxirane precursors and carbon dioxide. Deprotection of the carbonate structures affords synthetically useful cis-diol scaffolds with different ring sizes that incorporate various functional groups. This atom-efficient method allows the simple construction of diol synthons using inexpensive and accessible precursors and green metal catalysts and showcases the use of CO2 as a temporary protecting group.
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