Synthesis of functionalized Morita–Baylis–Hillman adducts by a conjugate addition–elimination sequence

We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olef...

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Published inOrganic & biomolecular chemistry Vol. 7; no. 17; pp. 3594 - 3598
Main Authors Aouzal, Rémi, Prunet, Joëlle
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2009
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
DIASTEREOSELECTIVE SYNTHESIS
CROSS-METATHESIS REACTION
PROTECTED SYN 1,3-DIOLS
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Summary:We have developed a new conjugate addition-elimination sequence for the diastereoselective synthesis of protected allylic syn 1,3-diols which are Morita-Baylis-Hillman adducts. The synthesis of the substrates involves a challenging cross-metathesis reaction that leads to hindered trisubstituted olefins.
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ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/b907373f