Asymmetric synthesis of alkaloids using polyfunctionalized chiral building blocks

被引：22

作者：

Davis, FA ^{[1
]}

Chao, B ^{[1
]}

Andemichael, YW ^{[1
]}

Mohanty, PK ^{[1
]}

Fang, TN ^{[1
]}

Burns, DM ^{[1
]}

Rao, A ^{[1
]}

Szewczyk, JM ^{[1
]}

机构：

[1] Temple Univ, Dept Chem, Philadelphia, PA 19122 USA

来源：

HETEROATOM CHEMISTRY | 2002年 / 13卷 / 05期

关键词：

D O I：

10.1002/hc.10090

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Enantiopure N-sulfinyl-delta-amino-beta-ketoesters and isoquinolones, prepared from sulfinimines (N-sulfinyl imines) are a new class of polyfunctionalized chiral building blocks. These building blocks provide easy access to enantiomerically pure, functionalized piperidines and tetrahydroisoquinolines with a minimum of chemical manipulation and protecting-group chemistry. (C) 2002 Wiley Periodicals, Inc.

引用

页码：486 / 492

页数：7

共 18 条

[11] Davis FA, 1998, CHEM SOC REV, V27, P13
[12] ASYMMETRIC-SYNTHESIS OF (R)-(+)-BETA-PHENYLALANINE FROM (S)-(+)-BENZYLIDENE-P-TOLUENESULFINAMIDE - REGENERATION OF THE SULFINIMINE PRECURSOR
DAVIS, FA
REDDY, RE
SZEWCZYK, JM
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (21) : 7037 - 7039
[13] ALKALOIDS FROM A PANAMANIAN POISON FROG, DENDROBATES-SPECIOSUS - IDENTIFICATION OF PUMILIOTOXIN-A AND ALLOPUMILIOTOXIN CLASS ALKALOIDS, 3,5-DISUBSTITUTED INDOLIZIDINES, 5-SUBSTITUTED 8-METHYLINDOLIZIDINES, AND A 2-METHYL-6-NONYL-4-HYDROXYPIPERIDINE
EDWARDS, MW
DALY, JW
[J]. JOURNAL OF NATURAL PRODUCTS, 1988, 51 (06): : 1188 - 1197
[14] Fanelli D. L., 2000, ORG SYNTH, V77, P50
[15] Design and synthesis of conformationally constrained amino acids as versatile scaffolds and peptide mimetics
Hanessian, S
McNaughtonSmith, G
Lombart, HG
Lubell, WD
[J]. TETRAHEDRON, 1997, 53 (38) : 12789 - 12854
[16] HUA DH, 1999, SULFUR REP, V21, P211
[17] Recent synthetic applications of chiral aziridines
McCoull, W
Davis, FA
[J]. SYNTHESIS-STUTTGART, 2000, (10): : 1347 - 1365
[18] Zhou P, 2000, ADV SULF CHEM, V2, P249

← 1 2 →