Journal ArticleDOI
Stereoselective synthesis of dendrobate alkaloid (+)-241D and its C-4 epimer
R. Sateesh Chandra Kumar,G. Venkateswar Reddy,G. Shankaraiah,K. Suresh Babu,J. Madhusudana Rao +4 more
TLDR
In this article, an efficient stereoselective synthesis of dendrobate alkaloid (+)-241D and its C-4 epimer was achieved from the inexpensive, commercially available starting material decanal (10) in an overall yield of 21.9% and 21.1%, respectively.About:
This article is published in Tetrahedron Letters.The article was published on 2010-02-17. It has received 24 citations till now. The article focuses on the topics: Epimer & Decanal.read more
Citations
More filters
Journal ArticleDOI
Catalytic enantioselective allylation of carbonyl compounds and imines.
Journal ArticleDOI
Synthesis of 1H-1,2,3-triazole derivatives as new α-glucosidase inhibitors and their molecular docking studies.
Satya Kumar Avula,Ajmal Khan,Najeeb Ur Rehman,Muhammad U. Anwar,Zahra Al-Abri,Abdul Wadood,Muhammad Riaz,René Csuk,Ahmed Al-Harrasi +8 more
TL;DR: A preliminary structure-activity relationship suggested that the presence of 1H-1,2,3-triazole ring in1H- 1,2-3-Triazole derivatives is responsible for this activity and can be used as anti-diabetic drugs.
Journal ArticleDOI
Enantioselective synthesis of 4-hydroxytetrahydropyridine derivatives by intramolecular addition of tertiary enamides to aldehydes.
TL;DR: This work presents a new approach to asymmetric catalysis by utilizing the 3-Component Povarov Reaction for asymmetric synthesis of tetrahydropyridines and its applications in enamides and titanium complexes.
Journal ArticleDOI
Cs2CO3-Promoted Direct N-Alkylation: Highly Chemoselective Synthesis of N-Alkylated Benzylamines and Anilines
TL;DR: The basicity and solubility of cesium carbonate in anhydrous N,N-dimethylformamide not only enables mono-N-alkylation of primary amines but also suppresses undesired dialkylation of the desired amines.
Journal ArticleDOI
Electrochemical access to 8-(1-phenyl-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane-7-carbonitrile. Application to the asymmetric syntheses of (+)-myrtine and alkaloid (+)-241D.
Van Ha Vu,Fadila Louafi,Nicolas Girard,Ronan Marion,Thierry Roisnel,Vincent Dorcet,Jean-Pierre Hurvois +6 more
TL;DR: The approach was based on the N-Boc-directed metalation of enantiopure 4-piperidone (-)-11, which was prepared in four steps from α-amino nitrile 6 through a stereoselective alkylation-reduction decyanation process.
References
More filters
Journal ArticleDOI
Catalytic Asymmetric Dihydroxylation
Journal ArticleDOI
Further classification of skin alkaloids from neotropical poison frogs (dendrobatidae), with a general survey of toxic/noxious substances in the amphibia
TL;DR: Cutaneous granular glands are a shared character of adult amphibians, including caecilians, and are thought to be the source of most biologically active compounds in amphibian skin, which clearly prove the defensive value of these diverse metabolites.
Journal ArticleDOI
Bis(((S)-binaphthoxy)(isopropoxy)titanium) oxide as a mu-oxo-type chiral Lewis acid: application to catalytic asymmetric allylation of aldehydes.
TL;DR: The present asymmetric allylation using nonracemic bis-Ti(IV) oxide 1 with partially resolved (S)-binaphthol exhibits a positive nonlinear effect in correlating the enantiopurity of allylations product with the ee of (S-binaphThol).
Journal ArticleDOI
Intramolecular Mannich reaction in the asymmetric synthesis of polysubstituted piperidines: concise synthesis of the dendrobate alkaloid (+)-241D and its C-4 epimer.
TL;DR: The intramolecular Mannich reaction of delta-amino beta-keto esters with aldehydes and ketones is a new methodology for the synthesis of polysubstituted piperidines and is illustrated by the concise asymmetric synthesis of the dendrobate alkaloid (+)-241D and its C-4 epimer.
Journal ArticleDOI
Alkaloids from a panamanian poison frog, Dendrobates speciosus: identification of pumiliotoxin-A and allopumiliotoxin class alkaloids, 3,5-disubstituted indolizidines, 5-substituted 8-methylindolizidines, and a 2-methyl-6-nonyl-4-hydroxypiperidine.
TL;DR: Gc-ms analysis indicated the presence of at least 30 alkaloids in MeOH skin extracts from population samples at the extreme eastern end of the known geographic range, which confirmed their identity with alkaloid known from other species and in other cases led to assignment of structures.