DIASTEREOSELECTIVE SYNTHESIS OF 2,6-DISUBSTITUTED 3-HYDROXY PIPERIDINE-DERIVATIVES BY AN APPLICATION OF RADICAL CYCLIZATION

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作者
YUASA, Y
KANO, S
SHIBUYA, S
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O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-[alpha-(2-Bromo-1-butenyl)-alpha-methyl]oxazolin-2-one (7) and N-[alpha-(2-bromo-1-butenyl)-alpha-pyranyloxyethyl]oxazolin-2-one (14), obtained by starting with ethyl acetoacetate, were treated with tributyltin hydride in the presence of AIBN afforded the cyclization products (8) and (15), respectively, with high diastereoselectivity. Conversion of the 8-methyleneoxazolidinopiperidine (15) to the 6-hydroxyethyl-2-hydroxymethyl-3-hydroxypiperidine derivative (18) was described.
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页码:2311 / 2314
页数:4
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