N-(Diazoacetyl)oxazolidin-2-thiones as Sulfur-Donor Reagents: Asymmetric Synthesis of Thiiranes from Aldehydes

We reported the first Rh-catalyzed reaction of a diazoacetyl compound with aldehydes that affords thiiranes, instead of oxiranes, as known before. This unusual reactivity relied on the use of N-(diazoacetyl)oxazolidin-2-thiones as new chiral sulfur-donor reagents and enabled the direct production of...

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Detalhes bibliográficos
Autores: Cano Rico, Israel, Gómez-Bengoa, Enrique, Landa, Aitor, Maestro, Miguel, Mielgo, Antonia, Olaizola, Iurre, Oiarbide, Mikel, Palomo, Claudio
Tipo de documento: artigo
Data de publicação:2012
País:España
Recursos:Universidad Complutense de Madrid (UCM)
Repositório:Docta Complutense
Idioma:inglês
OAI Identifier:oai:docta.ucm.es:20.500.14352/93578
Acesso em linha:https://hdl.handle.net/20.500.14352/93578
Access Level:Acceso aberto
Palavra-chave:546
Química inorgánica (Química)
2303 Química Inorgánica
Descrição
Resumo:We reported the first Rh-catalyzed reaction of a diazoacetyl compound with aldehydes that affords thiiranes, instead of oxiranes, as known before. This unusual reactivity relied on the use of N-(diazoacetyl)oxazolidin-2-thiones as new chiral sulfur-donor reagents and enabled the direct production of optically active thiiranes with very high stereoselectivity.

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