Synthesis of alkaloid analogues from α-amino acids by one-pot radical decarboxylation/alkylation

被引：22

作者：

Boto, A ^{[1
]}

De León, Y ^{[1
]}

Gallardo, JA ^{[1
]}

Hernández, R ^{[1
]}

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, San Cristobal la Laguna 38206, Spain

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 2005卷 / 16期

关键词：

alkaloids; amino acids; nitrogen heterocycles; radical reactions; spiro compounds;

D O I：

10.1002/ejoc.200500124

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild, one-pot methodology to obtain a-substituted nitrogen heterocycles from commercial amino acids is reported. This versatile procedure has been applied to the synthesis of different alkaloid analogues in good to excellent yields. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)

引用

页码：3461 / 3468

页数：8

共 50 条

[1] One-pot sequence for the decarboxylation of α-amino acids
Laval, G
Golding, BT
[J]. SYNLETT, 2003, (04) : 542 - 546
[2] Synthesis of alkaloids from amino acids, using a one pot decarboxylation-alkylation reaction as the key step
Boto, Alicia
Miguelez, Javier
Antonio Gallardo, Juan
Hernandez, Rosendo
[J]. AMINO ACIDS, 2009, 37 (01) : 126 - 126
[3] Synthesis of alkaloids from amino acids via N-acyliminium ions generated by one-pot radical decarboxylation-oxidation
Boto, A
Hernández, R
Suárez, E
[J]. TETRAHEDRON LETTERS, 2000, 41 (16) : 2899 - 2902
[4] One-pot synthesis of β-amino acid derivatives from α-amino acids
Saavedra, Carlos J.
Hernandez, Rosendo
Boto, Alicia
Alvarez, Eleuterio
[J]. TETRAHEDRON LETTERS, 2006, 47 (49) : 8757 - 8760
[5] One-pot synthesis of α-amino phosphonates from α-amino acids and β-amino alcohols
Boto, A
Gallardo, JA
Hernández, R
Saavedra, CJ
[J]. TETRAHEDRON LETTERS, 2005, 46 (45) : 7807 - 7811
[6] One-Pot Synthesis of α-Amino Phosphinic Acids
V. V. Ragulin
[J]. Russian Journal of General Chemistry, 2004, 74 : 142 - 143
[7] One-pot synthesis of α-amino phosphinic acids
Ragulin, VV
[J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2004, 74 (01) : 142 - 143
[8] One-Pot, Tandem Reductive Amination/Alkylation-Cycloamidation for Lactam Synthesis from Keto or Amino Acids
Ramachandran, P. Veeraraghavan
Choudhary, Shivani
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (22): : 15956 - 15963
[9] Facile and green synthesis of tetrahydroisoquinolines from amino acids via one-pot decarboxylation and Pictet-Spengler condensation
Murphy, Casey M.
Crowe, Sean O.
Aparece, Mark
Cho, Andrew P.
Sislow, Michael
Maresh, Justin J.
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
[10] Catalytic, One-Pot Synthesis of β-Amino Acids from α-Amino Acids. Preparation of α,β-Peptide Derivatives
Saavedra, Carlos
Hernandez, Rosendo
Boto, Alicia
Alvarez, Eleuterio
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (13): : 4655 - 4665

← 1 2 3 4 5 →