Consecutive Three- and Four-Component Coupling Reactions with Anions Generated from a Butane Diacetal Desymmetrized Glycolic Acid Derivative We gratefully acknowledge financial support from the EPSRC (to D.J.D.), the EU (Marie Curie Fellowship to F.R.), and the Novartis Research Fellowship (to S.V.L.). We are also indebted to Dr. John E. Davis for the X-ray crystal structure determinations.

Journal article

Up to five new stereogenic centers (see 2) can be formed in one-pot consecutive three- and four-component coupling reactions starting from a butane diacetal desymmetrized glycolic acid derivative 1. Highly functionalized α-hydroxy acid derivatives are obtained in an easy, fast, clean, and efficient way. LHMDS = lithium hexamethyldisilazide.

Authors: Dixon, D; Ley, S; Rodríguez, F

• Publication status: Published
• Journal: Angewandte Chemie (International ed. in English)
• Volume: 40
• Issue: 24
• Pages: 4763-4765
• Publication date: 2001-12-01
• DOI: 10.1002/1521-3773(20011217)40:24<4763::aid-anie4763>3.0.co;2-d
• EISSN: 1521-3773
• ISSN: 1433-7851
• Language: English
• Keywords: Michael addition; asymmetric synthesis; synthetic methods; C-C coupling; acetals