Article

Poly(methylhydrosiloxane)-supported chiral imidazolinones: new versatile, highly efficient and recyclable organocatalysts for stereoselective Diels-Alder cycloaddition reactions.

Dipartimento di Chimica Organica e Industriale, Università di Milano, via Venezian 21, 20133, Milano, Italy.
Chemical Communications (impact factor: 6.17). 02/2012; 48(26):3188-90. DOI:10.1039/c2cc17919a pp.3188-90
Source: PubMed

ABSTRACT Poly(methylhydrosiloxane) (PMHS) supported organic catalysts promoted the Diels-Alder reaction of dienes with α,β-unsaturated aldehydes, also in pure water, in yields and enantiomeric excesses comparable to those observed with the non-supported catalysts (up to 93% ee). Recycling of the catalysts was performed with no loss of enantioselectivity for at least five reaction cycles.

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Keywords

Diels-Alder reaction
 
dienes
 
enantioselectivity
 
five reaction cycles
 
PMHS
 
yields