Journal ArticleDOI
Catalytic iron-mediated enediene carbocyclizations : the enantioselective synthesis of a homologue of the alkaloid (-)-protoemetinol
James M. Takacs,Scott C. Boito +1 more
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TLDR
The enantioselective synthesis of the benzoquinolizidine 2 highlights the utility of the stereoselectively iron-catalyzed cyclization of enedienes and affords the opportunity to prepare analogues of protoemetinol, psychotrine, and related natural products.About:
This article is published in Tetrahedron Letters.The article was published on 1995-04-24. It has received 29 citations till now.read more
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The behavior of 1,n-enynes in the presence of transition metals.
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Asymmetric synthesis of isoquinoline alkaloids
Journal ArticleDOI
Organic synthesis with the most abundant transition metal–iron: from rust to multitasking catalysts
TL;DR: The field of iron catalysis has been explored in the last two-three decades out of its rich chemistry depending on its oxidation states and ligand cooperation as discussed by the authors, and this field has been enriched by the promising development of iron-catalyzed reactions namely, C-H bond activation, including organometallic C−H activation and C−h functionalization via outer-sphere pathway, crossdehydrogenative couplings, insertion reactions, cross-coupling reactions, hydrogenations including hydrogen borrowing reactions, hydrosilylation and hydroboration, addition reactions
References
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Asymmetric synthesis of either enantiomer of opium alkaloids and morphinans. Total synthesis of (-)- and (+)-dihydrocodeinone and (-)- and (+)-morphine
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Nickel(0)-catalyzed cyclization of 1,7-diynes via hydrosilation: one-step synthesis of 1,2-dialkylidenecyclohexanes with a (Z)-vinylsilane moiety
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Asymmetric synthesis of isoquinoline alkaloids
TL;DR: The use of chiral formamidines affixed to variously substituted tetrahydroisoquinolines, allows asymmetric C-C bond forming reactions to occur α-to the amino group.
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Reactivity of tricarbonyl(pentadienyl)iron(1+) cations: enantioselective synthesis of 5-HETE methyl ester
Chunlin Tao,William A. Donaldson +1 more
TL;DR: In this paper, the synthesis of 5-HETE methyl enter (1) was achieved in 11 steps from tricarbonyl [1-(methoxycarbonyl)pentadienyl]iron(1+) hexafluorophosphate (2).