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
收藏
页码:1305 / 1309
页数:5
相关论文
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