A novel and highly stereoselective intramolecular formal [3+3] cycloaddition reaction of vinylogous amides tethered with α,β-unsaturated aldehydes:: A formal total synthesis of (+)-gephyrotoxin

被引：0

作者：

Wei, LL ^{[1
]}

Hsung, RP ^{[1
]}

Sklenicka, HM ^{[1
]}

Gerasyuto, AI ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2001年 / 40卷 / 08期

关键词：

D O I：

10.1002/1521-3773(20010417)40:8<1516::AID-ANIE1516>3.0.CO;2-V

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Complex piperidinyl heterocycles (for example, 2) were accessed by using a novel intramolecular formal [3+3] cycloaddition reaction of vinylogous amides tethered with enals (for example, 1). This method has been applied to a formal total sythesis of (+)-gephyrotoxin (3).

引用

页码：1516 / +

页数：4

共 50 条

[1] Highly stereoselective intramolecular formal [3+3] cycloaddition reactions of vinylogous amides tethered with α,β-unsaturated iminiums:: A formal total synthesis of (+)-gephyrotoxin.
Hsung, RP
Wei, LL
Sklenicka, HM
Gerasyuto, AI
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U217 - U217
[2] Chiral amine salts catalyzed asymmetric intramolecular formal [3+3] cycloaddition reaction of vinylogous amides tethered with α,β-unsaturated iminiums:: A formal total synthesis of (+)-gephyrotoxin.
Gerasyuto, AI
Wei, LL
Sklenicka, HM
Hsung, RP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U143 - U143
[3] Highly stereoselective formal [3+3] cycloaddition reactions of chiral vinylogous amides with α,β-unsaturated iminiums
Sklenicka, HM
Hsung, RP
Wei, LL
McLaughlin, MJ
Gerasyuto, AI
Degen, SJ
ORGANIC LETTERS, 2000, 2 (08) : 1161 - 1164
[4] Stereoselective formal [3+3] cycloaddition reaction via vinylogous amides: Total synthesis of Pumiliotoxin C.
Hsung, RP
Sklenicka, HM
Wei, LL
McLaughlin, M
Gerasyuto, AI
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 221 : U182 - U182
[5] Highly-stereoselective formal [3+3] cycloaddition reactions of chiral vinylogous amides with α, β-unsaturated iminiums.
Hsung, RP
Sklenicka, HM
Wei, LL
McLaughlin, MJ
Gerasyuto, AI
Degen, SJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U236 - U236
[6] Chiral cycloalkylidene α,β-unsaturated iminium approach to stereoselective formal [3+3] cycloaddition reaction in spiroheterocycle synthesis
McLaughlin, MJ
Shen, HC
Hsung, RP
TETRAHEDRON LETTERS, 2001, 42 (04) : 609 - 613
[7] Application of a highly diastereoselective formal [3+3] cycloaddition reaction to the total synthesis of perhydrohistrionicotoxin.
McLaughlin, MJ
Hsung, RP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2001, 222 : U143 - U143
[8] Development of a highly stereoselective formal [3+3] cycloaddition reaction for the synthesis of decahydroquinoline natural products.
Sklenicka, HM
McLaughlin, MJ
Gerasyuto, AI
Wei, LL
Degan, SJ
Hsung, RP
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U157 - U157
[9] Synthesis of Substituted Pyridines via Formal (3+3) Cycloaddition of Enamines with Unsaturated Aldehydes and Ketones
Dai, Xi-Jie
Krolikowski, Paul
Murray, James I.
Wei, Carolyn S.
Dornan, Peter K.
Rotheli, Andreas R.
Caille, Seb
Thiel, Oliver R.
Smith, Austin G.
Parsons, Andrew T.
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (13): : 8437 - 8444
[10] Stereoselective intramolecular aza [3+3] formal cycloaddition approach to indolizidines and quinolizidines
Hsung, RP
Coverdale, H
Yang, XF
Wei, LL
Gerasyuto, AI
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2003, 226 : U219 - U219

← 1 2 3 4 5 →