SYNTHESIS OF NATURALLY-OCCURRING 4-ALKYLIDENEGLUTAMIC ACIDS

被引：33

作者：

MOODY, CM ^{[1
]}

YOUNG, DW ^{[1
]}

机构：

[1] UNIV SUSSEX,SCH CHEM & MOLEC SCI,BRIGHTON BN1 9QJ,E SUSSEX,ENGLAND

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 29期

关键词：

AMINO ACID; SYNTHESIS; ALKYLIDENEGLUTAMATE; GRIGNARD; NATURAL PRODUCTS;

D O I：

10.1016/S0040-4039(00)60652-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The enaminone (4), prepared from (2S)-pyroglutamic acid, has been reacted with Grignard reagents to afford a variety of (E)-alkylidene derivatives (8). Three of these have been converted to the 4-alkylideneglutamic acids, (1), (2) and (3), which are identical to known natural products, (2) and (3) being the E-isomers.

引用

页码：4667 / 4670

页数：4

共 50 条

[21] Chemoenzymatic Total Synthesis of a Naturally Occurring (5-5′)/(8′-O-4") Dehydrotrimer of Ferulic Acid
Mouterde, Louis M. M.
Flourat, Amandine L.
Cannet, Molly M. M.
Ducrot, Paul-Henri
Allais, Florent
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (01) : 173 - 179
[22] Stereoselective synthesis of the core of naturally occurring anti-HIV Isolitseane B
Bremond, Paul
Girardeau, Elodie
Coquerel, Yoann
Rodriguez, Jean
LETTERS IN ORGANIC CHEMISTRY, 2007, 4 (04) : 232 - 233
[23] Synthesis of naturally occurring bioactive butyrolactones: maculalactones A-C and nostoclide I
Kar, A
Gogoi, S
Argade, NP
TETRAHEDRON, 2005, 61 (22) : 5297 - 5302
[24] Recent Progress on the Synthesis and Bioactivity of Marine Naturally Occurring Dienamides and Related Derivatives
Zhang, Yan-Ling
Li, Ya-Fei
Yu, Bin
Shan, Li-Hong
Liu, Hong-Min
SYNTHETIC COMMUNICATIONS, 2015, 45 (19) : 2159 - 2180
[25] First total synthesis of hormaomycin, a naturally occurring depsipeptide with interesting biological activities
Zlatopolskiy, BD
de Meijere, A
CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (19) : 4718 - 4727
[26] Synthesis of Chrysin Derivatives with Anti-Inflammatory Property, a Naturally Occurring Flavone
Lima, N. M.
Mendes, Larissa A. O.
Castro, Sandra B. R.
Andrade, Teresinha de Jesus A. S.
Carli, Alessandra P.
Alves, Caio Cesar S.
Almeida, M. V.
LATIN AMERICAN JOURNAL OF PHARMACY, 2022, 41 (11):
[27] (-)-Isoscopariusin A, a Naturally Occurring Immunosuppressive Meroditerpenoid: Structure Elucidation and Scalable Chemical Synthesis
Yan, Bing-Chao
Zhou, Min
Li, Jian
Li, Xiao-Nian
He, Shi-Jun
Zuo, Jian-Ping
Sun, Han-Dong
Li, Ang
Puno, Pema-Tenzin
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (23) : 12859 - 12867
[28] Structural disorder originates beyond narrow stoichiometric margins of amino acids in naturally occurring folded proteins
Mittal, Aditya
Changani, Anandkumar Madhavjibhai
Taparia, Sakshi
Goel, Deepanshu
Parihar, Animesh
Singh, Ishan
JOURNAL OF BIOMOLECULAR STRUCTURE & DYNAMICS, 2021, 39 (07) : 2364 - 2375
[29] Naturally Occurring Alkaline Amino Acids Function as Efficient Catalysts on Knoevenagel Condensation at Physiological pH: A Mechanistic Elucidation
Li, Weina
Fedosov, Sergey
Tan, Tianwei
Xu, Xuebing
Guo, Zheng
APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 2014, 173 (01) : 278 - 290
[30] Naturally Occurring Alkaline Amino Acids Function as Efficient Catalysts on Knoevenagel Condensation at Physiological pH: A Mechanistic Elucidation
Weina Li
Sergey Fedosov
Tianwei Tan
Xuebing Xu
Zheng Guo
Applied Biochemistry and Biotechnology, 2014, 173 : 278 - 290

← 1 2 3 4 5 →