Synthetic Study of Amino-sugars from Pyridines. V. Synthesis of 5-Amino-5-deoxypiperidinoses from the Singlet Oxygen Adduct of 1-Acyl-1,2-dihydropyridines. (2)
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概要
- 論文の詳細を見る
Sensitized photooxidation of 5-cyano-1,2-dihydropyridine derivative (3) afforded a crystalline and reactive endo-peroxide (4), and sulfur derivatives (5 and 6) as well as oxygen derivatives (9 and 10) were produced in good yield from this singlet oxygen adduct (4). 2-Methoxy derivative (9b) was found to be a good intermediate for production of 4-substituted compounds such as 5,6,7,8,and 10,and 1-O-methyl-5-benzamido-5-deoxy-allopiperidinose (15a) and 1-O-methyl-5-benzamido-5-deoxyaltropiperidinose (17a) were synthesized from 13,which was obtained by the cis-dihydroxylation reaction of 9b. Formation of 9 from 4 was proved to be a multi-step reaction through 23 and 26.
- 公益社団法人日本薬学会の論文
- 1978-11-25
著者
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夏目 充隆
Research Foundation Itsuu Laboratory
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小川 正志
Research Foundation Itsuu Laboratory
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和田 盛隆
Research Foundation Itsuu Laboratory
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