Synthesis and absolute configuration of (1 S,8 S)- as-hydrindacene-1,8-diol as determined by the circular dichroism exciton chirality method

• Published in: Tetrahedron letters Vol. 46; no. 1; pp. 75 - 78
• Main Authors: Vandyck, Koen, Matthys, Bavo, Van der Eycken, Johan
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 03.01.2005; Elsevier
• Subjects: As-hydrindacene-1,8-diol; Chemistry; Chemistry, Organic; Chiral ligands; Circular dichroism; Exciton chirality method; Physical Sciences; Science & Technology; As-hydrindacene-1,8-diol; Chiral ligands; Exciton chirality method; Circular dichroism; as-hydrinclacene-1.8-diol; circular dichroism; exciton chirality method; chiral ligands

[Display omitted] 2,3,6,7-Tetrahydro- as-indacene-1,8-dione 4 was prepared in 4 steps starting from 2-methyl-furan by modification of a literature procedure. Appliance of Noyori’s asymmetric transfer hydrogenation, resulted in (1 S,8 S)-1,2,3,6,7,8-hexahydro- as-indacene-1,8-diol 5 in high yield (81...