Use of 1,1'-binaphthalene-8,8'-diol as a chiral auxiliary for asymmetric Michael addition. Application to the syntheses of turmeronol A and B

Chemical and Pharmaceutical Bulletin

Volumn 47, Issue 7, 1999, Pages 1053-1055

  Tanaka, Kiyoshi ^a   Nuruzzaman, Mohammad ^b   Yoshida, Masato ^b   Asakawa, Naoyuki ^b   Yang, Xiao Shen ^b   Tsubaki, Kazunori ^b   Fuji, Kaoru ^b  

^a UNIVERSITY OF SHIZUOKA   (Japan)

^b KYOTO UNIVERSITY   (Japan)

Author keywords

8,8' dihydroxy 1,1' binaphthyl; Asymmetric reaction; Diastereoselectivity; Michael addition; Sesquiterpenoid

Indexed keywords

1,1' BINAPHTHALENE 8,8' DIOL; ESTER; LITHIUM DERIVATIVE; METHANOL; NAPHTHALENE DERIVATIVE; PHENOL DERIVATIVE; SESQUITERPENE DERIVATIVE; TURMERONOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; CHIRALITY; DEMETHYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0032791097     PISSN: 00092363     EISSN: None     Source Type: Journal    
DOI: 10.1248/cpb.47.1053     Document Type: Article

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22. 2: C, 77.55; H, 8.68. Found: C, 77.50; H, 8.87. The optical purity was determined to be 99% ee by HPLC (Daicel Chiralcel OJ column, 1 ml/min, hexane/2-propanol=98/2).