26619-80-7Relevant articles and documents
Proline catalyzed, one-pot three component Mannich reaction and sequential cyclization toward the synthesis of 2-substituted piperidine and pyrrolidine alkaloids
Chacko, Shibin,Ramapanicker, Ramesh
, p. 2023 - 2026 (2015/03/18)
Abstract A very effective one-pot three component reaction of 4-bromobutanal or 5-bromopentanal, acetone, and p-anisidine catalyzed by proline is reported. A three component Mannich reaction followed by cyclization leading to the synthesis of 2-substituted pyrrolidine and piperidine derivatives through simultaneous formation of two C-N and one C-C bond is reported. The usefulness of the reaction is demonstrated by the synthesis of (±)coniine, (±)pelletrine, (±)sedridine, and (±)allosedridine.
DIASTEREOSELECTIVE INTRAMOLECULAR DIELS-ALDER RECTION OF N-ALKOXYCARBONYL-1-AZA-1,3-BUTADIENES AND A TOTAL SYNTHESIS OF THE PIPERIDINE ALKALOID, (+/-)-SEDRIDINE
Uyehara, Tadao,Chiba, Naoki,Suzuki, Ichiro,Yamamoto, Yoshinori
, p. 4371 - 4374 (2007/10/02)
Total synthesis of (+/-)-sedridine, the piperidine alkaloid, was accomplished on the basis of diastereoselective intramolecular Diels-Alder reaction of the ψ',ω'-unsaturated N-alkoxycarbonyl-1-aza-1,3-butadiene generated in situ from N-trimethylsilyl-1-az
The stereochemistry of nitrone cycloadditions. dl-allosedamine and dl-sedridine
Tufariello,Ali
, p. 4647 - 4650 (2007/10/04)
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