A short and efficient synthesis of 2R,3R,4R-3,4-dihydroxyproline, 1,4-dideoxy-1,4-imino-L-xylitol, 2R,3R,4R,5S-3,4,5-trihydroxypipecolic acid, and 1,5-dideoxy-1,5-imino-L-iditol

被引：0

作者：

Lee, BW ^{[1
]}

Jeong, IY ^{[1
]}

Yang, MS ^{[1
]}

Choi, SU ^{[1
]}

Park, KH ^{[1
]}

机构：

[1] Gyeongsang Natl Univ, Dept Agr Chem, Chinju 660701, South Korea

来源：

SYNTHESIS-STUTTGART | 2000年 / 09期

关键词：

carbohydrates; iodine; amino acids; one-pot cyclization; azasugars; protecting group;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The syntheses of pyrrolidine alkaloids (-)-1 and (+)-3 were accomplished in 47% and 60% overall yield from 2-azido-2-deoxy-L-idonate 5, while piperidine alkaloids (-)-2 and (+)-4 were obtained in 51% acid 53% overall yield from the same starting material. Key step includes iodine promoted one-pot cyclization, and selective deprotection of isopropylidene and 9-phenylfluoren-9-yl (Pf) group.

引用

页码：1305 / 1309

页数：5

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