Synthesis of conformationally constrained α-amino acid derivatives containing bicyclo[2.2.2] unit via the Diels-Alder and Suzuki-Miyaura cross-coupling reactions as key steps

被引：0

作者：

Kotha, Sambasivarao ^{[1
]}

Meshram, Milind ^{[1
]}

Muthusamy, Gopinathan ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India

来源：

INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY | 2015年 / 54卷 / 04期

关键词：

Bicyclic alpha-amino acid derivatives; glycine equivalent; anthracene derivatives; Diels-Alder reaction; Suzuki-Miyaura cross-coupling reaction; Buchwald ligand; 9-SUBSTITUTED ANTHRACENES; 2-ACETAMIDOACRYLATE; BROMINATION; METATHESIS; DIVERSITY;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple route to synthesize conformationally constrained a-amino acid (AAA) derivatives containing bicyclo[2.2.2]octane ring-system has been devised. Diels-Alder reaction is chosen to assemble highly constrained AAA derivatives and the scope of the methodology is further expanded by Suzuki-Miyaura cross-coupling reaction with various boronic acids.

引用

页码：505 / 513

页数：9

共 50 条

[31] Synthesis of novel quinone-amino acid hybrids via cross-enyne metathesis and Diels-Alder reaction as key steps
Kotha, Sambasivarao
Mandal, Kalyaneswar
Banerjee, Shaibal
Mobin, Shaikh M.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (08) : 1244 - 1255
[32] Synthesis of Biaryls via Ligand-Free Suzuki-Miyaura Cross-Coupling Reactions: A Review of Homogeneous and Heterogeneous Catalytic Developments
Hussain, Ibrar
Capricho, Jaworski
Yawer, Mirza A.
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (21) : 3320 - 3349
[33] Unsymmetrical ONO-type pincer complexes of palladium(II) containing amino acid barbiturate derivatives: Synthesis, characterization, and catalytic applications in Suzuki-Miyaura cross-coupling reaction
Firinci, Erkan
Firinci, Rukiye
Sevincek, Resul
Aygun, Muhittin
Gunay, Muhammet Emin
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2022, 978
[34] Synthesis of bis-amino acid derivatives by Suzuki cross-coupling, Michael addition and substitution reactions
Ferreira, P. M. T.
Monteiro, L. S.
Queiroz, M. -J. R. P.
Pereira, G.
AMINO ACIDS, 2009, 36 (03) : 429 - 436
[35] Synthesis of bis-amino acid derivatives by Suzuki cross-coupling, Michael addition and substitution reactions
P. M. T. Ferreira
L. S. Monteiro
M.-J. R. P. Queiroz
G. Pereira
Amino Acids, 2009, 36 : 429 - 436
[36] Synthesis of C3-symmetric and C4-symmetric amino acid derivatives via Suzuki–Miyaura cross-coupling reaction
S. Kotha
V. R. Shah
Amino Acids, 2008, 35 : 83 - 88
[37] Synthesis of Angucycline/Tetrangulol Derivatives Using Suzuki-Miyaura Cross-Coupling and Ring-Closing Carbonyl-Olefin Metathesis Reactions
Jagot, Fatema
Ntsimango, Songeziwe
Ngwira, Kennedy J.
Fernandes, Manuel A.
de Koning, Charles B.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (24)
[38] DIVERSITY ORIENTED APPROACH TO 9-ARYL-SUBSTITUTED NAPHTHOXEPINE DERIVATIVES VIA CLAISEN REARRANGEMENT, RING-CLOSING METATHESIS AND SUZUKI-MIYAURA CROSS-COUPLING AS KEY STEPS
Kotha, Sambasivarao
Srinivas, Venu
Krishna, Nimita G.
HETEROCYCLES, 2012, 86 (02) : 1555 - 1563
[39] Synthesis and conformational analysis of new arylated-diphenylurea derivatives related to sorafenib drug via Suzuki-Miyaura cross-coupling reaction
Al-Masoudi, Najim A.
Essa, Ali Hashem
Alwaaly, Ahmed A. S.
Saeed, Bahjat A.
Langer, Peter
JOURNAL OF MOLECULAR STRUCTURE, 2017, 1146 : 522 - 529
[40] Synthesis of sulfur-containing aryl and heteroaryl vinyls via Suzuki-Miyaura cross-coupling for the preparation of SERS-active polymers
Perez-Pineiro, Rolando
Dai, Sheng
Alvarez-Puebla, Ramon
Wigginton, James
Al-Hourani, Baker Jawabrah
Fenniri, Hicham
TETRAHEDRON LETTERS, 2009, 50 (39) : 5467 - 5469

← 1 2 3 4 5 →