Catalytic, enatioselective Michael addition reactions
Metadata of CSIR Papers
View Archive Info| Field | Value | |
| Title |
Catalytic, enatioselective Michael addition reactions
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| Creator |
Jha, SC
Joshi, NN |
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| Subject |
Chemistry, Organic
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| Description |
This review summarizes the tremendous achievements in the field of catalytic enantioselective Michael addition reaction involving the attack of soft nucleophiles on alpha,beta-unsaturated systems. The reaction has evolved during past two decades, from stoichiometric to catalytic. A large number of efficient catalytic systems have been used to generate chiral Michael adducts in high optical purity. Several chiral alkaloids were used for the enantioselective addition of thiols and dialkylmalonates to cyclic and linear enones to give product in moderate to high enantioselectivity. Chiral crown ethers in conjugation with metal alkoxides were found to be the catalyst of choice for the addition of substituted alpha-phenylesters to linear enones. Proline derived catalysts gave product in moderate in moderate to high enantioselectivity where NO2 group was present as an activator in either Michael donor or acceptor. BINAP based catalysts were found to be superior in Michael addition of alpha-nitrile substituted esters to linear enones. A new class of heterobimetallic catalysts based on BINOL ligand was found to be highly versatile for an array of Michael donors and acceptors to provide products in very high optical purity. Metal complexes based on chiral N, N-dioxides were found to be superior for the addition of arylthiols to both linear and cyclic enones to have product in high enantiomeric excess.
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| Publisher |
ARKAT FOUNDATIONZURICHSCHANZENEGGSTRASSE 1, CH-8002 ZURICH, SWITZERLAND
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| Date |
2011-09-24T09:55:16Z
2011-09-24T09:55:16Z 2002 |
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| Type |
Article
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| Identifier |
ARKIVOC
http://hdl.handle.net/123456789/24214 |
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| Language |
English
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