piperidines and epiquinamide

piperidines has been researched along with epiquinamide* in 2 studies

Other Studies

2 other study(ies) available for piperidines and epiquinamide

Article	Year
Asymmetric synthesis of (-)-1-hydroxyquinolizidinone, a common intermediate for the syntheses of (-)-homopumiliotoxin 223G and (-)-epiquinamide. Organic letters, 2007, Nov-08, Volume: 9, Issue:23 The short and efficient asymmetric synthesis of (-)-1-hydroxyquinolizidinone was achieved in seven steps and 25.2% overall yield from readily available 5-chloropentanal. It is a key intermediate in the formal syntheses of (-)-homopumilotoxin 223G and (-)-epiquinamide. Topics: Alkaloids; Imines; Indolizines; Molecular Structure; Piperidines; Quinolizidines; Quinolizines; Stereoisomerism; Sulfonium Compounds	2007
A versatile approach for the asymmetric syntheses of (1R,9aR)-epiquinamide and (1R,9aR)-homopumiliotoxin 223G. Organic letters, 2006, Mar-30, Volume: 8, Issue:7 [reaction: see text] Using 5b as a common intermediate, the first asymmetric synthesis of (-)-epiquinamide (4) and a formal asymmetric synthesis of (-)-homopumiliotoxin 223G (2) is described. A key feature of our approach is the flexible introduction of a functionalized C(4) side chain to (S)-3-benzyloxyglutarimide 7 in a regio- and diastereoselective manner. Utilization of a tandem Swern oxidation-Grignard addition strategy efficiently prevented racemization. An unexpected NaN(3)-promoted methanesulfonic acid elimination yielded 17, a reaction which could be useful for the syntheses of 8-dehydrodesmethylpumiliotoxins such as alkaloid 235C (3). Topics: Alkaloids; Catalysis; Indolizines; Molecular Structure; Piperidines; Piperidones; Quinolizines; Stereoisomerism	2006

Article

Year

Asymmetric synthesis of (-)-1-hydroxyquinolizidinone, a common intermediate for the syntheses of (-)-homopumiliotoxin 223G and (-)-epiquinamide.

Organic letters, 2007, Nov-08, Volume: 9, Issue:23

The short and efficient asymmetric synthesis of (-)-1-hydroxyquinolizidinone was achieved in seven steps and 25.2% overall yield from readily available 5-chloropentanal. It is a key intermediate in the formal syntheses of (-)-homopumilotoxin 223G and (-)-epiquinamide.

Topics: Alkaloids; Imines; Indolizines; Molecular Structure; Piperidines; Quinolizidines; Quinolizines; Stereoisomerism; Sulfonium Compounds

2007

A versatile approach for the asymmetric syntheses of (1R,9aR)-epiquinamide and (1R,9aR)-homopumiliotoxin 223G.

Organic letters, 2006, Mar-30, Volume: 8, Issue:7

[reaction: see text] Using 5b as a common intermediate, the first asymmetric synthesis of (-)-epiquinamide (4) and a formal asymmetric synthesis of (-)-homopumiliotoxin 223G (2) is described. A key feature of our approach is the flexible introduction of a functionalized C(4) side chain to (S)-3-benzyloxyglutarimide 7 in a regio- and diastereoselective manner. Utilization of a tandem Swern oxidation-Grignard addition strategy efficiently prevented racemization. An unexpected NaN(3)-promoted methanesulfonic acid elimination yielded 17, a reaction which could be useful for the syntheses of 8-dehydrodesmethylpumiliotoxins such as alkaloid 235C (3).

Topics: Alkaloids; Catalysis; Indolizines; Molecular Structure; Piperidines; Piperidones; Quinolizines; Stereoisomerism

2006