Synthesis of β-prolinols via [3+2] cycloaddition and one-pot programmed reduction: Valuable building blocks for polyheterocycles. Issue 51 (21st December 2016)

• Record Type: Journal Article
• Authors: Li, Jundong; Lin, Na; Yu, Lei; Zhang, Yandong
• Is Part Of: Tetrahedron letters. Volume 57:Issue 51(2016)
• Page Start: 5777
• Page End: 5780
• Publication Date: 2016-12-21
• Subjects: Heterocycles -- β-Prolinols -- [3+2] cycloaddition -- Programmed reduction; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2016.11.035
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Our chemistry provides an efficient approach to highly functionalized β -prolinols. The method features a [3+2] cycloaddition and a programmed reduction. The resulting β -prolinols are valuable building blocks for polyheterocycles. Abstract: A novel two-step synthesis of multisubstituted β -prolinols has been developed, featuring a [3+2] cycloaddition of azomethine ylides and a programmed reduction triggered by the combination of borane and lithium aluminum hydride (LAH). β -Prolinols are shown to be valuable building blocks for polyheterocycles.