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ChemInform Abstract: MgI2-Accelerated Enantioselective Morita-Baylis-Hillman Reactions of Cyclopentenone Utilizing a Chiral DMAP Catalyst
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ChemInform Abstract: MgI2-Accelerated Enantioselective Morita-Baylis-Hillman Reactions of Cyclopentenone Utilizing a Chiral DMAP Catalyst

Alejandro Bugarin and Brian T Connell
ChemInform, Vol.41(35), pp.no-no
08-31-2010

Abstract

diastereoselective syntheses enantioselective syntheses (incl. cis/trans-isomerism)
Excerpt: The Morita–Baylis–Hillman (MBH) reaction, first reported in 1968, is an important carbon–carbon bond-forming reaction between electron-deficient alkenes, such as α,β-unsaturated ketones, and aldehydes or activated ketones.1 It is usually catalyzed by suitable nucleophilic tertiary amines or phosphines.2 This transformation has attracted attention because it can be a selective (chemo-, regio-, diastereo-, and enantio-) and atom economical method for converting simple starting materials into more densely functionalized products.3 Because of the easy accessibility of starting materials and the potential of the poly-functionalized adducts, the development of a suitable asymmetric version of this reaction has attracted considerable interest in recent years.The Morita–Baylis–Hillman (MBH) reaction, first reported in 1968, is an important carbon–carbon bond-forming reaction between electron-deficient alkenes, such as α,β-unsaturated ketones, and aldehydes or activated ketones.1 It is usually catalyzed by suitable nucleophilic tertiary amines or phosphines.2 This transformation has attracted attention because it can be a selective (chemo-, regio-, diastereo-, and enantio-) and atom economical method for converting simple starting materials into more densely functionalized products.3 Because of the easy accessibility of starting materials and the potential of the poly-functionalized adducts, the development of a suitable asymmetric version of this reaction has attracted considerable interest in recent years.
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