Stereoselective protecting group free synthesis of d,l-gulose ethyl glycoside via multicomponent enyne cross metathesis—hetero Diels–Alder reaction

Daniele Castagnolo, Lorenzo Botta, Maurizio Botta

Research output: Contribution to journalArticlepeer-review

18 Citations (Scopus)
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Abstract

An efficient and stereoselective synthesis of d,l-gulose was described. The key step of the synthetic route is represented by a multicomponent enyne cross metathesis—hetero Diels–Alder reaction which allows the formation of the pyran ring from cheap and commercially available substrates in a single synthetic step. The synthesis of d,l-gulose was accomplished without the use of protecting groups making this approach highly desirable also in terms of atom economy.
Original languageEnglish
Pages (from-to)1285-1288
JournalCarbohydrate Research
Volume344
Issue number11
DOIs
Publication statusPublished - 27 Jul 2009

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