De Novo Asymmetric Synthesis ofd- andl-Swainsonine
نویسندگان
چکیده
منابع مشابه
Asymmetric synthesis of (-)-swainsonine
This paper describes a new synthesis of (-)-swainsonine via the ring-closing metathesis reaction of a substituted 3-allyl-4-vinyl-2-oxazolindinone and subsequent diastereoselective syn-dihydroxylation of the resulting pyrrolo[1,2-c]oxazol-3-one.
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A concise asymmetric synthesis of (+)-swainsonine (ent-1) is described starting from 2, which was readily prepared from commercially available l-glutamic acid. The method features installation of the indolizidine ring via an intramolecular cyclisation of α-sulfinyl carbanion as a key step. (+)-Swainsonine was obtained in 11.8% overall yield in 10 steps.
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ژورنال
عنوان ژورنال: Organic Letters
سال: 2006
ISSN: 1523-7060,1523-7052
DOI: 10.1021/ol0602811