SYNTHESES OF TRANS-3-METHOXY-4-METHYLTHIO-2-PIPERIDINETHIONE AND CIS-3-METHOXY-4-METHYLTHIO-2-PIPERIDINETHIONE PREVIOUSLY PROPOSED FOR RAPHANUSANINS - CORRECT STRUCTURES OF RAPHANUSANINS

被引：7

作者：

NISHIYAMA, S

YAMAMURA, S

HASEGAWA, K

SAKODA, M

HARADA, K

机构：

[1] KEIO UNIV,FAC SCI & TECHNOL,DEPT CHEM,YOKOHAMA,KANAGAWA 223,JAPAN

[2] UNIV TSUKUBA,INST APPL BIOCHEM,TSUKUBA,IBARAKI 305,JAPAN

[3] UBE IND LTD,AGROCHEM RES DEPT,UBE LAB,UBE,YAMAGUCHI 755,JAPAN

[4] KAGOSHIMA UNIV,COLL LIBERAL ARTS,DEPT BIOL,KAGOSHIMA 890,JAPAN

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 46期

关键词：

RAPHANUSANIN-A AND RAPHANUSANIN-B; SYNTHESIS OF GROWTH INHIBITORS;

D O I：

10.1016/S0040-4039(00)93594-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Trans- and cis-3-methoxy-4-methylthio-2-piperidinethiones previously proposed for raphanusanins as a light-induced growth inhibitor, have been synthesized starting from the known alpha,beta-unsaturated lactam. However, the spectral data of the synthetic compounds are incompatible with those of natural ones. Thus, reexamination of H-1 and C-13 NMR spectra of the natural samples has led to correct structures for raphanusanins. The synthetic compounds also show a growth inhibitory activity.

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收藏

页码：6753 / 6756

页数：4

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