ChemInform Abstract: A Rapid Synthesis of 2‐Aryl‐Polyhydroxylated Pyrrolidines.

Su, Jiakun; Jia, Yue‐Mei; He, Ruirui; Rui, Peixin; Han, Narenchaoketu; He, Xihui; Xiang, Junfeng; Chen, Xin; Zhu, Jinghua; Yu, Chu‐Yi

doi:10.1002/chin.201046185

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2013

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“…However, a substantive explanation for this fact requires more information about the stereochemistry of the relevant compounds. In order to promote research on iminosugars, our group has developed a powerful strategy for the synthesis of DMDP-related natural products or analogues via cyclic nitrone intermediates [15], which has led to easy access to a series of DMDP-related iminosugars [13,14,[16][17][18][19][20][21], as well as glycosidase inhibitors.…”

Section: Introductionmentioning

confidence: 99%

General Intermediates for the Synthesis of 6-C-Alkylated DMDP-Related Natural Products

Huang

Jia

et al. 2013

Molecules

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Protected L-homoDMDP en-8 and its C-6 epimer en-7 were prepared through two different pathways starting from the vinylpyrrolidine en-9. Based on the NMR and X-ray analysis, the stereochemistry of homoDMDP at C-6 was confirmed to be consistent with reported data. Compounds en-7 and en-8 are general intermediates for the synthesis of a series of 6-C-alkylated DMDP-related natural products, such as broussonetine G, homoDMDP-7-O-apioside, homoDMDP-7-O-β-D-xyloside and so on.

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