Enantioselective addition of lithium trimethylsilyl acetylide to substituted cyclohexanones synthesis of optically active tertiary cyclohexanols

Tetrahedron Asymmetry

Volumn 7, Issue 9, 1996, Pages 2497-2500

  Scharpwinkel, Katja ^a   Matull, Stefan ^a   Schäfer, Hans J ^a  

^a UNIVERSITY OF MÜNSTER   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOHEXANOL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030249435     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00316-3     Document Type: Article

References (14)

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3. 2. R. Noyori, M. Kitamura, Angew. Chem. 1991, 103, 34-55; Angew. Chem. Int. Ed. Engl. 1991, 30, 49-70.
4. 3. B. Weber, D. Seebach, Tetrahedron 1994, 50, 6117-6128.
5. 4. B. Weber, D. Seebach, Angew. Chem. 1992, 104, 96-97; Angew. Chem. Int. Ed. Engl. 1992, 31, 84-85.
6. 4. B. Weber, D. Seebach, Angew. Chem. 1992, 104, 96-97; Angew. Chem. Int. Ed. Engl. 1992, 31, 84-85.
7. 5. T. Mukaiyama, K. Suzuki, Chem. Lett. 1980, 255-256.
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9. b) K. Tori, H. Mori, Org. Synth. 1989, 56-68
10. 3Si: C, 63.78; H, 9.28. Found: C, 63.58; H, 9.30.
11. 4 and concentrated in vacuo. Purification followed by flash chromatography (petroleum/ether = 1:1).
12. 9. The diols were prepared by asymmetric dihydroxylation of trans-stilbene: H. KoIb, M. VanNieuwenhze, K. Sharpless, Chem. Rev. 1994, 94, 2483-2547.
13. 10. T. Mukaiyama, K. Suzuki, K. Soai, T. Sato, Chem. Lett. 1979, 447-448.
14. 11. T. Mukaiyama, K. Soai, T. Sato, H. Shimizu, K. Suzuki, J. Am. Chem. Soc. 1979, 101, 1455-1466.