THE GROWING ROLE OF ORGANOCATALYSIS IN ASYMMETRIC SYNTHESIS
VOL. 44, NO. 1 • 2011
Asymmetric N-Heterocyclic Carbene (NHC) Catalyzed Acyl Anion ReactionsRecent Advances in the Asymmetric Catalytic Mannich Reaction
©2011 Sigma-Aldrich Co. All rights reserved. SIGMA-ALDRICH and ALDRICH are registered trademarks o Sigma-AldrichBiotechnology L.P., an ailiate o Sigma-Aldrich Co.
NHH
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C
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N
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When youneed PrivilegedStructures
Indoles and Indole Isosteres
Substituted indoles are oten reerred to as "privilegedstructures". They are capable o binding to multiplereceptors with high ainity and have applications across awide range o therapeutic areas.
1
Similarly, isosteres o theindole ring:Allow researchers to attenuate or ampliy the activity o
•
a target structure without altering steric bulk Produce signicant biological activity
•
2
Comprise essential subunits in many pharmaceutically
•
relevant compoundsMimic purines in its role as a hydrogen-bonding partner
•
When you need Indoles and Indole Isosteres,Add Aldrich to your research program.
Reerences:
(1) Horton, D. A. et al.
Chem. Rev.
2003
,
103
, 893 and reerencestherein. (2) (a) Popowycz, F. et al.
Tetrahedron
2007
,
63
, 1031. (b) Popowycz, F.et al.
Tetrahedron
2007
,
63
, 8689. (c) Song, J. J. et al.
Chem. Soc. Rev.
2007
,
36
,1120. (d) Huang, W.-S. et al.
J. Med. Chem.
2010
,
53
, 4701. (e) Buckley, G. M. etal.
Bioorg. Med. Chem. Lett.
2008
,
18
, 3656. () Buckley, G. M. et al.
Bioorg. Med.Chem. Lett.
2008
,
18
, 3291.
1
V O L . 4 4 , N O . 1 • 2 0 1 1
“PLEASE BOTHER US.”
Proessor Alison Thompson o the Department o Chemistry at Dalhousie Universityrecently suggested that we introduce
N
-Boc-pyrrole-2-boronic acid MIDA ester. This air- and moisture-stable reagent serves as a 2-heterocyclic boronic acid surrogate that isuseul in Suzuki–Miyaura cross-coupling reactions.Knapp, D. M.; Gillis, E. P.; Burke, M. D.
J. Am. Chem. Soc.
2009
,
131
, 6961.
N
-Boc-pyrrole-2-boronic acid MIDA ester, 95%
250 mg1 g
Naturally, we made this useful heterocyclic reagent. It was no bother at all, just apleasure to be able to help.
Do you have a compound that you wish Aldrich could list, and that would help you in your research by saving you time and money? If so, please send us your suggestion; we will be delighted to give it careful consideration. You can contact us in any one of the ways shown on this page and on the back cover.
TABLE OF CONTENTS
Asymmetric N-Heterocyclic Carbene (NHC) Catalyzed Acyl Anion Reactions ...............
3
Harit U. Vora and Tomislav Rovis,*
Colorado State University
Recent Advances in the Asymmetric Catalytic Mannich Reaction ................................
15
Sandro José Greco,* Valdemar Lacerda, Jr., and Reginaldo Bezerra dos Santos,
UniversidadeFederal do Espírito Santo (Brasil)
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VOL. 44, NO. 1 • 2011
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The Growing Role of Organocatalysis in Asymmetric Synthesis - Aldrichimica Acta Vol. 44 No. 1
1. Asymmetric N-Heterocyclic Carbene (NHC) Catalyzed Acyl Anion Reactions
2. Recent Advances in the Asymmetric Catalytic Mannich Reaction
2. Recent Advances in the Asymmetric Catalytic Mannich Reaction
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