Chemoenzymatic syntheses of (-)-1-deoxymannojirimycin (DMJ) and its naturally occurring 6-O-α-L-rhamnopyranosyl glycoside

Martin G. Banwell; Xinghua Ma; Naoki Asano; Kyoko Ikeda; John N. Lambert

doi:10.1039/b304063a

Chemoenzymatic syntheses of (-)-1-deoxymannojirimycin (DMJ) and its naturally occurring 6-O-α-L-rhamnopyranosyl glycoside

Martin G. Banwell^*, Xinghua Ma, Naoki Asano, Kyoko Ikeda, John N. Lambert

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

18 Citations (Scopus)

Abstract

Naturally occurring sugar mimetic alkaloids 1-deoxymannojirimycin (DMJ, 1) and 6-0-α-L-rhamnopyranosyl-DMJ were each prepared in a completely stereoselective manner from the cis-1,2-dihydrocatechol 3. The spectral and physical data derived proved an excellent match with those obtained on an authentic sample.

Original language	English
Pages (from-to)	2035-2037
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	1
Issue number	12
DOIs	https://doi.org/10.1039/b304063a
Publication status	Published - 21 Jun 2003

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abstract = "Naturally occurring sugar mimetic alkaloids 1-deoxymannojirimycin (DMJ, 1) and 6-0-α-L-rhamnopyranosyl-DMJ were each prepared in a completely stereoselective manner from the cis-1,2-dihydrocatechol 3. The spectral and physical data derived proved an excellent match with those obtained on an authentic sample.",

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AU - Asano, Naoki

AU - Ikeda, Kyoko

AU - Lambert, John N.

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AB - Naturally occurring sugar mimetic alkaloids 1-deoxymannojirimycin (DMJ, 1) and 6-0-α-L-rhamnopyranosyl-DMJ were each prepared in a completely stereoselective manner from the cis-1,2-dihydrocatechol 3. The spectral and physical data derived proved an excellent match with those obtained on an authentic sample.

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DO - 10.1039/b304063a

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Chemoenzymatic syntheses of (-)-1-deoxymannojirimycin (DMJ) and its naturally occurring 6-O-α-L-rhamnopyranosyl glycoside

Abstract

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