Highly stereoselective synthesis of steroidal 2,5-diketopiperazines based on isocyanide chemistry
被引:22
作者:
Bruttomesso, Andrea C.
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机构:
Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, ArgentinaUniv Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
Bruttomesso, Andrea C.
[1
]
Eiras, Javier
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机构:Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
Eiras, Javier
Ramirez, Javier A.
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机构:Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
Ramirez, Javier A.
Galagovsky, Lydia R.
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机构:Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
Galagovsky, Lydia R.
机构:
[1] Univ Buenos Aires, Fac Ciencias Exactas & Nat, Dept Quim Organ, CONICET, RA-1428 Buenos Aires, DF, Argentina
2,5-Diketopiperazines;
Heterocyclic steroids;
Multicomponent reaction;
Ugi reaction;
CYP17;
INHIBITORS;
DERIVATIVES;
D O I:
10.1016/j.tetlet.2009.03.219
中图分类号:
O62 [有机化学];
学科分类号:
070303 [有机化学];
摘要:
In this Letter we report that the Ugi reaction/cyclization sequence on a steroidal 17-carboxaldehyde leads to novel steroidal 2,5-diketopiperazines with a noteworthy stereoselectivity. A wide variety in the substitution pattern in the heterocyclic moiety was easily achieved by changing the components in the Ugi reaction. (C) 2009 Elsevier Ltd. All rights reserved.
机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy
Marcaccini, S
;
Pepino, R
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机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy
Pepino, R
;
Pozo, MC
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h-index: 0
机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy
机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy
Marcaccini, S
;
Pepino, R
论文数: 0引用数: 0
h-index: 0
机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy
Pepino, R
;
Pozo, MC
论文数: 0引用数: 0
h-index: 0
机构:
Univ Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, ItalyUniv Florence, Dipartimento Chim Organ Ugo Schiff, Ctr Studio Chim Struttura Composti Eterocicl & Lo, CNR, I-50121 Florence, Italy