Application of chiral building blocks to the synthesis of drugs

Drugs of the Future

Volumn 27, Issue 2, 2002, Pages 143-158

  Toyooka, Naoki ^a   Nemoto, Hideo ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID; CASSINE; INDOLIZIDINE ALKALOID; PIPERIDINE DERIVATIVE; SPECTALINE; SPICIGERINE; UNCLASSIFIED DRUG;

CHIRALITY; CYCLIZATION; DRUG DESIGN; DRUG SYNTHESIS; ENANTIOMER; MICHAELIS MENTEN KINETICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; NUCLEAR OVERHAUSER EFFECT; RACEMIC MIXTURE; REACTION ANALYSIS; REVIEW; STEREOISOMERISM;

EID: 0036254405     PISSN: 03778282     EISSN: None     Source Type: Journal    
DOI: 10.1358/dof.2002.027.02.654810     Document Type: Review

References (21)

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4. Clavepictines A and B: Cytotoxic quinolizidines from the tunicate Clavelina picta
5. A decahydroquinoline alkaloid from the tunicate Clavelina lepadiformis
6. Cytotoxic alkaloids from the flatworm Prostheceraeus villatus and its tunicate prey Clavelina lepadiformis
7. Heterotricyclodecane XVI. 2-Oxa-7-aza-isotwistane and 2-oxa-7-aza-twistane
8. Asymmetric twin-ring differentiation by lipase-catalyzed enantiotoposelective reaction of the ring-crossed meso glycol: Asymmetric synthesis of a highly functionalized piperidine from the conjoined twin piperidine system
9. Bicyclo[3.3.1]nonanes as synthetic intermediates. Part 21. Enantiodivergent synthesis of the cis, cis 2,6-disubstituted piperidin-3-ol chiral building block for alkaloid synthesis
10. Synthesis of 2,5-piperidinones. Regioselectivity in the Dieckmann cyclization
11. Enantio- and diastereodivergent synthesis of all four diastereomers of the 2,6-disubstituted 3-piperidinol chiral building block
12. Asymmetric synthesis of the alkaloid 2,6-disubstituted piperidin-3-ols, (-)-cassine and (+)-spectaline
13. Asymmetric synthesis of methyl N,Odiacetylspicigerinate
14. 2-Piperidone type of chiral building block for 3-piperidinol alkaloid synthesis
15. Enantiogenic total synthesis of (-)-indolizidines (bicyclic gephyrotoxins) 205A, 207A, 209B, and 235B via the intramolecular Diels-Alder reaction of a chiral N-acylnitroso compound
16. Asymmetric synthesis of the indolizidine alkaloids 207A, 209B, and 235B′: 6-Substituted 2,3-didehydropiperidine-2-carboxylate as a versatile chiral building block
17. Highly stereoselective construction of trans(2,3)-cis(2,6)-trisubstituted piperidines: An application to the chiral synthesis of dendrobates alkaloids
18. Enantioselective total synthesis of the marine alkaloid clavepictines A and B
19. Highly stereoselective construction of 4,6-cis-substituted quinolizidine ring core: An application to enantioselective total synthesis of the marine alkaloid clavepictines A, B and pictamine
20. Enantioselective total synthesis of the marine alkaloid lepadin B
21. Construction of 4a,8a-cis-octahydroquinolin-7-one core using an intramolecular aldol type of cyclization: An application to enantioselective total synthesis of lepadin B