Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 23, Pages 3832-3839Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201600831
Keywords
aluminum; aziridines; cyclic sulfites; homogeneous catalysis; sulfur dioxide
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Funding
- ICIQ
- ICREA
- Spanish Ministerio de Economia y Competitividad (MINECO) [CTQ2014-60419-R]
- Severo Ochoa Excellence Accreditation [SEV-2013-0319]
- MINECO
- ICREA Funding Source: Custom
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Aluminum(III) complexes derived from aminotriphenolate ligands are shown to be excellent catalysts for the formation of cyclic sulfites from a range of (functionalized) terminal and internal epoxides, and ex situ generated sulfur dioxide. The developed catalytic protocol is characterized by its operational simplicity, wide scope in epoxide reaction partners, good to excellent isolated yields and mild reaction conditions [50-70 degrees C, p(SO2) <1bar]. The synthetic potential of these cyclic sulfites in organic synthesis is demonstrated in the preparation of N-substituted aziridines through a three-step protocol.
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