A versatile synthetic route to indolizidines, (+)-7-deoxy-6-epicastanospermine, (−)-7,8-dideoxy-6-epicastanospermine and (−)-N-acetylslaframine
✍ Scribed by Sung Ho Kang; Joon Seop Kim; Joo-Hack Youn
- Book ID
- 104260228
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 249 KB
- Volume
- 39
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
+)-7-Deoxy-6-epicastanospermine 1, (-)-7,8-dideoxy-6-epicastanospermine 2 and (-)-Nacetylslaframine 4 have been synthesized via the stereoselective intramolecular iodocyclization of trichloroacetimidates generated from cis-olefinic allylic alcohols 7 and 15, respectively.
📜 SIMILAR VOLUMES
A new diastereocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone.
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