Total syntheses of (±)-lentiginosine and (±)-1-epi-lentiginosine from hexahydro-1H-indol-3-one

Author:

Sha Chin-Kang,Chau Chi-Min

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference6 articles.

1. Sugar-mimic glycosidase inhibitors: natural occurrence, biological activity and prospects for therapeutic application

2. Lentiginosine, a dihydroxyindolizidine alkaloid that inhibits amyloglucosidase

3. For the synthesis of lentiginosine and analogues, see: Chandra, K. L.; Chandrasekhar, M.; Singh, V. K. J. Org. Chem. 2002, 67, 4630; Yoda, H.; Katoh, H.; Ujihara, Y.; Takabe, K. Tetrahedron Lett. 2001, 42, 2509; Klitzke, C. F.; Pilli, R. A. Tetrahedron Lett. 2001, 42, 5605; Yoda, H.; Kawauchi, M.; Takabe, K. Synlett 1998, 137; Paolucci, C.; Musiani, L.; Venturelli, F.; Fava, A. Synthesis 1997, 1415; Nukui, S.; Sodeoka, M.; Sasai, H.; Shibasaki, M. J. Org. Chem. 1995, 60, 398.

4. Synthesis of Aza Bicyclic Enones via Anionic Cyclization:  Application to the Total Synthesis of (−)-Brunsvigine

5. Lanthanides in organic chemistry. 1. Selective 1,2 reductions of conjugated ketones

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