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

• Published in: Synlett no. 20; pp. 3399 - 3402
• Main Authors: Enders, Dieter, Niemeier, Oliver, Straver, Leo
• Format: Journal Article
• Language: English
• 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

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.