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BAYLIS HILLMAN REACTION

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BAYLIS HILLMAN REACTION Khulod Ahmed AbedRabo TABLE OF CONTENTS Objective Background Reaction and Mechanism Application and recent literature Conclusion references ... – PowerPoint PPT presentation

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Title: BAYLIS HILLMAN REACTION


1
BAYLIS HILLMAN REACTION
  • Khulod Ahmed AbedRabo

2
TABLE OF CONTENTS
  • Objective
  • Background
  • Reaction and Mechanism
  • Application and recent literature
  • Conclusion
  • references

3
Objectives
To gain aknowledge about baylis hillman reaction
and application inorganic synthesis
4
The BaylisHillman reaction is an organic
reaction of an aldehyde and an a,ß-unsaturated
electron-withdrawing group catalyzed by DABCO
(1,4-diazabicyclo2.2.2octane) to give an
allylic alcohol.12 This reaction is also
known as the MoritaBaylisHillman reaction or
MBH reaction.3 It is named for the Japanese
chemist Ken-ichi Morita, the British chemist
Anthony B. Baylis and the German chemist Melville
E. D. Hillman. The BaylisHillman reaction, in
the present day version, is an atom-economic
carbon-carbon bond formation reaction
5
Reaction and Mechanism
  • Baylis-Hillman Reaction

Mechanism of the Baylis-Hillman Reaction
6
Application and recent literature
( 1 )
Octanol-Accelerated Baylis-Hillman Reaction
( 2 )
The First One-Pot Synthesis of Morita-Baylis-Hillm
an Adducts

Starting Directly from Alcohols
( 3 )
Synthesis of 1,3-Dialkyl-1,2,3-triazolium Ionic
Liquids and Their
Applications to the Baylis-Hillman Reaction
( 4 )
Organocatalysis of the Morita-Baylis-Hillman
Alkylation Using Trialkylphosphines
7
( 5 )
Sila-Morita-Baylis-Hillman Reaction of Arylvinyl
Ketones Overcoming the Dimerization Problem
( 6 )
Acceleration of the Morita-Baylis-Hillman
Reaction by a Simple Mixed Catalyst System
( 7 )
-accelerated enantioselective Morita-Baylis-Hillma
n reactions of cyclopentenone
utilizing a chiral DMAP catalyst
( 8 )
Catalytic Asymmetric Aza-Morita-Baylis-Hillman
Reaction of Methyl Acrylate Role

of a Bifunctional La(O-iPr)3/Linked-BINOL Complex
8
Background
  • I know what is the baylis hillman reaction and
    application inorganic synthesis

9
references
K.-S. Park, J. Kim, H. Choo, Y. Chong , synlett,
2007, 395-398
( 1 )
L. D. S. Yadav, V. P. Srivasta, R. Patel ,
synlett ,2010, 1047-1050
( 2 )
Y. Jeong, J.-S. Ryu , J, Org. Chem, 2010,75.
4183-4191
( 3 )
( 4 )
M. E. Krafft, K. A. Seibert . Synlett
,2006,3334-3336
( 5 )
A. Trofimov, V. Gevorgyan , Org. Lett , 2009
,11, 253-255
( 6 )
A. Bugarin, B. T. Connell, J. Org. Chem, 2009,74,
4638-4641
( 7 )
A. Bugarin, B. T. Connell , Chem.commun ,2010
,46,2644-2646
T. Yukawa, B. Seelig, Y. Xu, H. Morimoto, Y. Xu,
H. Morimoto, S. Matsunaga, A., Berkessel, M
.Shibasaki,J. Am.Chem. Soc, 2010, 132,
11988-11992
( 8 )
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