ASYMMETRIC TOTAL SYNTHESIS OF ALKALOIDS AND SECO-IRIDOIDS

被引：6

作者：

BROWN, RT

FORD, MJ

机构：

[1] Chemistry Department, The University, Manchester

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(00)88908-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A chiral cyclopentenolone from Michael addition of an oxazepine derived from ephedrine to a cyclopentene-1,2-dione has been converted into pure enantiomers of established synthetic precursors to alkaloids and seco-iridoids via a novel exchange which recovers the chiral auxiliary. © 1990.

引用

页码：2033 / 2036

页数：4

共 13 条

[1] BLACKSTOCK WP, 1984, TETRAHEDRON LETT, P1831
[2] A STEREOSELECTIVE TOTAL SYNTHESIS OF (+/-)-DIHYDROSECOLOGANIN AGLUCONE
BROWN, RT
JONES, MF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (11) : 699 - 700
[3] BROWN RT, 1984, J CHEM RES-S, P294
[4] A SHORT EFFECTIVE PREPARATION OF CHIRAL N,3-DIMETHYL-5,7-DIOXO-2-PHENYLHEXAHYDRO-1,4-OXAZEPINES
BROWN, RT
FORD, MJ
[J]. SYNTHETIC COMMUNICATIONS, 1988, 18 (15) : 1801 - 1806
[5] STEREOSELECTIVE TOTAL SYNTHESIS OF (+/-)-HIRSUTINE AND RELATED CORYNANTHE ALKALOIDS
BROWN, RT
JONES, MF
WINGFIELD, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (13) : 847 - 848
[6] TOTAL SYNTHESIS OF A (+/-)-SECOLOGANIN AGLUCONE AND (+/-)-ELENOLIDE
BROWN, RT
JONES, MF
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (24) : 1818 - 1820
[7] BROWNRT, 1984, TETRAHEDRON LETT, P3127
[8] FUJIMOTO K, 1979, CHEM LETT, P1207
[9] FUJIMOTO K, 1978, CHEM LETT, P3368
[10] HIRAKO Y, 1978, CHEM LETT, P461

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