Asymmetric Aldol Reaction of Dichloroacetaldehyde Catalyzed by Diarylprolinol. Issue 14 (2nd June 2016)

• Record Type: Journal Article
• Authors: Hayashi, Yujiro; Nakamura, Daichi; Yasui, Yusuke; Iwasaki, Kotaro; Chiba, Hiroaki
• Is Part Of: Advanced synthesis & catalysis. Volume 358:Issue 14(2016)
• Page Start: 2345
• Page End: 2351
• Publication Date: 2016-06-02
• Subjects: aldol reaction -- asymmetric synthesis -- dichloroacetaldehyde -- organocatalysts; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201501111
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: The asymmetric cross‐aldol reaction of dichloroacetaldehyde with aldehyde pronucleophiles proceeds in the presence of a trifluoromethyl‐substituted diarylprolinol to afford γ, γ‐dichloro‐β‐hydroxy aldehydes in good yield with excellent enantioselectivity. The obtained products are useful synthetic intermediates; they were successfully converted to form chiral alkynes and dichloroalkenes. Abstract :