Hydroxylated C-branched pyrrolidines, C-branched prolines and C-branched piperidines from a 2-C
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- 作者：Filipa P. da Cruz ; Graeme Horne ; George W.J. Fleet
- 刊名：Tetrahedron Letters
- 出版年：2008
- 出版时间：24 November 2008
- 年：2008
- 卷：49
- 期：48
- 页码：6812-6815
- 全文大小：211 K
文摘
The versatility of 3,4-O-isopropylidene-2-C-methyl-d-arabinonolactone [from d-erythronolactone] as a chiron for complex piperidines and pyrrolidines is illustrated by the synthesis of (2R,3S,4S)- and (2R,3S,4R)-dihydroxy-2-C-methyl prolines, 1,4-dideoxy-1,4-imino-4-C-methyl-l-ribitol and 1,4-dideoxy-1,4-imino-4-C-methyl-l-arabinitol, and isofagomine derivatives; the enantiomeric series is equally accessible from l-erythronolactone.