Synthesis of the 3a-(3-Indolyl)-1,2,3,3a,8,8a-hexahydropyrrolo[2,3b]indole Core of Leptosins D-F. -The Fischer indole reaction of the previously reported L-tryptophan-derived aldehyde (I) with phenyl hydrazine in the presence of freshly fused zinc chloride provides the core unit (IV) of the leptosin
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Synthesis of the 3a-(3-Indolyl)-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole Core of Leptosins D-F
โ Scribed by Crich, David; Fredette, Ewa; J. Flosi, William
- Book ID
- 124171000
- Publisher
- Japan Institute of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 97 KB
- Volume
- 48
- Category
- Article
- ISSN
- 0385-5414
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## Abstract A synthesis of (2__R__,3a__R__,8a__R__)โ6โchloroโ3aโhydroxyโ1,2,3a8,8aโhexahydropyrrolo[2,3โ__b__]indoleโ2โcarboxylic acid methyl ester (1) was achieved. An aldol reaction with Garner aldehyde, a hydroxyl introduction by Davis reagent, and a reductive intramolecular ringโclosure reactio
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