Stereocontrolled synthesis of hydroxymethylene phosphonate analogues of phosphorylated tyrosine and their conversion to monofluoromethylene phosphonate analogues

被引:46
作者
Yokomatsu, T
Yamagishi, T
Matsumoto, K
Shibuya, S
机构
[1] TOKYO UNIV PHARM & LIFE SCI, SCH PHARM, HACHIOJI, TOKYO 19203, JAPAN
[2] TAISHO PHARMACEUT CO LTD, RES CTR, OMIYA, SAITAMA 330, JAPAN
关键词
D O I
10.1016/0040-4020(96)00671-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled synthesis of protected variants 13 and 15 of HPmp 2, a mimic of phosphorylated tyrosine, was achieved through either chiral-auxiliary assisted or chiral heterobimetal catalyzed stereoselective hydrophosphonylation of 4-formyl-L-phenylalanine derivative 7. Fluorination of HPmp, derivatives 13 and 15 thus obtained was carried out to give FPmp derivatives 16 and 17. Copyright (C) 1996 Elsevier Science Ltd
引用
收藏
页码:11725 / 11738
页数:14
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