Recent Advances in the Stereoselective Total Synthesis of Natural Pyranones Having Long Side Chains

被引：7

作者：

Avula, Satya Kumar ^{[1
]}

Das, Biswanath ^{[1
]}

Csuk, Rene ^{[2
]}

Al-Rawahi, Ahmed ^{[1
]}

Al-Harrasi, Ahmed ^{[1
]}

机构：

[1] Univ Nizwa, Nat & Med Sci Res Ctr, POB 33, Birkat Al Mauz 616, Nizwa, Oman

[2] Martin Luther Univ Halle Wittenberg, Organ Chem, Kurt Mothes Str 2, D-06120 Halle, Saale, Germany

来源：

MOLECULES | 2020年 / 25卷 / 08期

关键词：

pyranone; side chain; natural product; total synthesis; stereoselectivity; Z-UNSATURATED ESTERS; ASYMMETRIC-SYNTHESIS; ABSOLUTE-CONFIGURATION; PASSIFLORICIN-A; ALPHA-PYRONES; SYNARGENTOLIDE; (+)-CRYPTOFOLIONE; (-)-SYNROTOLIDE; METATHESIS; EFFICIENT;

D O I：

10.3390/molecules25081905

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Pyranone natural products have attracted great attention in recent years from chemists and biologists due to their fascinating stereoisomeric structural features and impressive bioactivities. A large number of stereoselective total syntheses of these compounds have been described in the literature. The natural pyranones with long side chains have recently received significant importance in the synthetic field. In the present article, we aim to review the modern progress of the stereoselective total syntheses of these natural pyranones containing long-chain substituents.

引用

页数：34

共 116 条

[1] Stereoselective syntheses of naturally occurring 5,6-dihydropyran-2-ones
Alberto Marco, J.
Carda, Miguel
Murga, Juan
Falomir, Eva
[J]. TETRAHEDRON, 2007, 63 (14) : 2929 - 2958
[2] Asymmetric Total Synthesis of Rugulactone, an α-Pyrone from Cryptocarya rugulosa
Allais, Florent
Aouhansou, Mahoulo
Majira, Amel
Ducrot, Paul-Henri
[J]. SYNTHESIS-STUTTGART, 2010, (16): : 2787 - 2793
[3] Stereoselective Total Synthesis of (+)-Dodoneine
Allais, Florent
Ducrot, Paul-Henri
[J]. SYNTHESIS-STUTTGART, 2010, (10): : 1649 - 1653
[4] Stereoselective synthesis of the naturally occurring 2-pyranone dodoneine
Alvarez-Bercedo, Paula
Falomir, Eva
Murga, Juan
Carda, Miguel
Marco, J. Alberto
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (23) : 4015 - 4018
[5] A simple, mild, catalytic, enantioselective addition of terminal acetylenes to aldehydes
Anand, NK
Carreira, EM
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (39) : 9687 - 9688
[6] Highly selective synthesis of Z-unsaturated esters by using new Horner-Emmons reagents, ethyl (diarylphosphono)acetates
Ando, K
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (07) : 1934 - 1939
[7] THE OLEFIN ALDEHYDE CONDENSATION - THE PRINS REACTION
ARUNDALE, E
MIKESKA, LA
[J]. CHEMICAL REVIEWS, 1952, 51 (03) : 505 - 555
[8] Stereoselective Synthesis of Both Enantiomers of Rugulactone
Boese, Dietrich
Fernandez, Enrique
Pietruszka, Joerg
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (09) : 3463 - 3469
[9] Synthetic approaches to α,β-unsaturated δ-lactones and lactols
Boucard, Valerie
Broustal, Garance
Campagne, Jean Marc
[J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (02) : 225 - 236
[10] Cardona W, 2004, MOLECULES, V9, P666

← 1 2 3 4 5 6 7 8 9 10 →