Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Seven-membered Ring Compounds. XXXIV. Reactions between Tropylium Cation and Dienamines
渡辺 泰一郎相馬 信夫
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ジャーナル フリー

1970 年 18 巻 8 号 p. 1604-1609

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抄録
Reaction of tropylium fluoroborate (I) with morpholine dienamine derived from 4, 4a, 5, 6, 7, 8-hexahydro-2 (3H)-naphthalenone (II) resulted in the hitherto unreported attack of the electrophile at the δ-position of the dienamine, and 8-tropyl- (VI) and 4a-tropyl-4, 4a, 5, 6, 7, 8-hexahydro-2 (3H)-naphthalenone (VII) were obtained. Pyrrolidine dienamines of Δ4-3-oxosteroids (VIII, IX, and X) similarly gave the corresponding 6-tropyl-Δ4-3-oxosteroids (XI, XII, and XIII) with I. Reaction of 7-ethoxy-1, 3, 5-cycloheptatriene (XVIII) with dienamines in the presence of acetic acid was also examined and 6-benzylidenetestosterone (XIX) and 6-benzylidenecholest-4-en-3-one (XX) were obtained respectively by the reaction of XVIII with dienamine of testosterone (VIII) and with that of cholest-4-en-3-one (IX).
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© The Pharmaceutical Society of Japan
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