Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
RECYCLISATION OF 2-OXOTETRAHYDRO-1, 3-OXAZINES ACCOMPANIED BY DECARBOXYLATION : A CONVENIENT SYNTHESIS OF TETRAHYDROPYRIDINE, QUINOLIZIDINE, AND INDOLIZIDINE SKELETONS
松原 義隆米田 龍司春沢 信哉栗原 拓史
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キーワード: DBU
ジャーナル フリー

1988 年 36 巻 4 号 p. 1597-1600

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抄録
Ethyl 6-vinyl-2-oxotetrahydro-1, 3-oxazine-5-carboxylate derivatives were converted with decarboxylation into ethyl 2-substituted 1, 2, 5, 6-tetrahydropyridine-5-carboxylates by heating with 1, 8-diazabicyclo[5.4.0.]undec-7-ene in dimethylsulfoxide at 120°C. This convenient method was used to synthesize quinolizidine, indolizidine skeletons and the alkaloid, (±)-lupinine.
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© The Pharmaceutical Society of Japan
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