Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Synthesis of 4-Propenyl-α4-norpyridoxols through Claisen Rearrangement
Yasuhiro MORISAWAMitsuru KATAOKAToshiaki SAKAMOTOFumiko SAITO
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1976 年 40 巻 3 号 p. 599-604

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The thermal rearrangement of 3-O-allyl-α4-norpyridoxol derivatives (II) resulted in the formation of the ortho-Claisen rearrangement products and the para-Claisen rearrangement product. The former compounds (IIIa, IVa and Va) were subsequently transformed into 2, 3-dihydrofuro (2, 3-c) pyridine (VIa). Hydrolysis of the benzyl ether and the t-butyl ether of the rearrangement products (III, IV and V) with hydrochloric acid produced 4-propenyl-α4-norpyridoxols (XII, XIII and XIV). No significant anticoccidial activity was shown by these compounds.
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© Japan Society for Bioscience, Biotechnology, and Agrochemistry
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