Photoinduced addition of methanol to 5(S)-5-triisopropylsiloxymethyl-N-boc-dihydropyrrole-2(5H)-one: A new route to 4(S), 5(S)-disubstituted pyrrolidin-2-ones

Autor:	Robert J. Young, R. John Harrison, Allen J. Tench, Michael G. B. Drew, John Mann
Rok vydání:	1999
Předmět:	chemistry.chemical_compound Chemistry Product (mathematics) Organic Chemistry Drug Discovery Methanol Biochemistry Medicinal chemistry
Zdroj:	Tetrahedron. 55:1163-1172
ISSN:	0040-4020
Popis:	We describe the photoinduced addition of methanol to 5( S )-5-triisopropylsiloxymethyl-N-boc-dihydropyrrole-2(5 H )-one to produce 5( S )-5-triisopropylsiloxymethyl-4( S )-hydroxymethyl-pyrrolidine-2-one, and conversion of this into a variety of 4(S), 5( S )-pyrrolidine-2-ones. Photo-induced addition of methanol to 5( R )-N-boc-5-amino-dihydropyran-2(5 H )-one yielded the unexpected product 4( S )-1′-[2′-hydroxy, 1′-( R )-N-boc-amino]ethyl-tetrahydrofuran-2-one via rearrangement of the initial photoadduct.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::edf1be4512109d9e0c25954d1964aadb https://doi.org/10.1016/s0040-4020(98)01094-1 Zobrazit plný text záznamu Full Text from ScienceDirect