Facile and highly stereoselective synthesis of the tetracyclic erythrinane core

被引：66

作者：

Allin, SM ^{[1
]}

James, SL

Elsegood, MRJ

William, PM

机构：

[1] Loughborough Univ Technol, Dept Chem, Loughborough LE11 3TU, Leics, England

[2] GlaxoSmithKline Pharmaceut, Synthet Chem, Harlow CM19 5AW, Essex, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 26期

关键词：

D O I：

10.1021/jo0205661

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly stereoselective synthesis of the tetracyclic core of the Erythrina alkaloids is reported through the application of a Meyers bicyclic lactam. template.

引用

页码：9464 / 9467

页数：4

共 21 条

[11] ASYMMETRIC-SYNTHESIS OF BOTH ENANTIOMERS OF PYRROLIDINOISOQUINOLINE DERIVATIVES FROM L-MALIC ACID AND L-TARTARIC ACID
LEE, YS
KANG, DW
LEE, SJ
PARK, H
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (22) : 7149 - 7152
[12] LETE E, 1993, SYNLETT, P41
[13] Tandem carbophilic addition-N-acyliminium ion cyclization for the synthesis of functionalized pyrrolo[2,1-a]isoquinolones: Key intermediates for the preparation of Erythrina-type alkaloids
Manteca, I
Sotomayor, N
Villa, MJ
Lete, E
[J]. TETRAHEDRON LETTERS, 1996, 37 (43) : 7841 - 7844
[14] Chiral bicyclic lactams: Useful precursors and templates for asymmetric syntheses
Meyers, AI
Brengel, GP
[J]. CHEMICAL COMMUNICATIONS, 1997, (01) : 1 - 8
[15] A triple cascade sequence as a strategy for the construction of the erythrinane skeleton
Padwa, A
Hennig, R
Kappe, CO
Reger, TS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (04) : 1144 - 1155
[16] RAGAN JA, 1995, HETEROCYCLES, V41, P57
[17] ENDO-SELECTIVE CYCLIZATION PATHWAYS IN THE INTRAMOLECULAR HECK REACTION
RIGBY, JH
HUGHES, RC
HEEG, MJ
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (29) : 7834 - 7835
[18] Synthetic studies on the erythrina alkaloids.: Preparation of (±)-2-epi-erythrinitol
Rigby, JH
Deur, C
Heeg, MJ
[J]. TETRAHEDRON LETTERS, 1999, 40 (38) : 6887 - 6890
[19] Sangai M., 1994, CHEM PHARM BULL, V42, P204
[20] THE ABSOLUTE CONFIGURATION OF LIGNANS
SCHRECKER, AW
HARTWELL, JL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (14) : 3827 - 3831

← 1 2 3 →