Asymmetric organocatalytic synthesis of cis-substituted dihydrobenzofuranols via intramolecular aldol reactions

The diastereo- and enantioselective synthesis of 3-hydroxy 2.3-dihydrobenzofurans via an intramolecular cis-selective aldol reaction employing proline-type organocatalysts is described enabling a new entry to coumarine natural products.

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Bibliographic Details
Published inSynlett no. 20; pp. 3399 - 3402
Main Authors Enders, Dieter, Niemeier, Oliver, Straver, Leo
Format Journal Article
LanguageEnglish
Published STUTTGART Thieme Medical Publishers 18.12.2006
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
MANNICH
aldol reaction
CATALYSIS
ENTRY
MICHAEL
DE-NOVO SYNTHESIS
ALDEHYDES
TRANSITION-STATES
INDUCTION
COUMARINS
organocatalysis
proline
asymmetric synthesis
dihydrobenzofuran
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Summary:The diastereo- and enantioselective synthesis of 3-hydroxy 2.3-dihydrobenzofurans via an intramolecular cis-selective aldol reaction employing proline-type organocatalysts is described enabling a new entry to coumarine natural products.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-956454