First total synthesis of 5-hydroxy-3-methyl-4-propylsulfanyl-5H-furan-2-one: a cancer chemopreventive agent

TitleFirst total synthesis of 5-hydroxy-3-methyl-4-propylsulfanyl-5H-furan-2-one: a cancer chemopreventive agent
Publication TypeJournal Article
Year of Publication2011
AuthorsBorikar, SP, Paul, V, Puranik, VG, Sathe, VT, Lagunas-Rivera, S, Ordonez, M
JournalSynthesis-Stuttgart
Issue10
Pagination1595-1598
Date PublishedMAY
ISSN0039-7881
KeywordsAllium cepa, chemopreventive, Gilman reagent, selective, synthesis
Abstract

The first total synthesis of 5-hydroxy-3-methyl-4-propylsulfanyl-5H-furan-2-one, a newly discovered natural product with anticancer property is described by two different routes. A sequence involving an incorporation of a methyl group via a Gilman reagent and a chemoselective reduction of a cyclic anhydride functionality are the key steps. The methods proposed start from easily available starting materials and allow ready preparation of the final compound in good overall yield.

DOI10.1055/s-0030-1260004
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)2.13
Divison category: 
Organic Chemistry