Stereoconvergent approach to each of the stereoisomeric hydroxydiquinanes based on the anionic [1,3] rearrangement of bicyclo[3.2.1]oct-6-en-2-ols

Tetrahedron Letters

Volumn 40, Issue 3, 1999, Pages 511-514

  Hashimoto, Hiroki ^a   Seki, Katsura ^a   Ueno, Masako ^a,b   Sato, Toshio ^a,b   Uyehara, Tadao ^a  

^a UTSUNOMIYA UNIVERSITY   (Japan)

^b TOHOKU UNIVERSITY   (Japan)

Author keywords

Carbanions; Potassium and compounds; Rearrangements; Solvents and solvent effects

Indexed keywords

ANION; BICYCLO[3.2.1]OCTANE DERIVATIVE; BIPHENYL DERIVATIVE; DIGLYME; KETONE DERIVATIVE; POTASSIUM DERIVATIVE; SOLVENT; TOLUENE; TRIMETHYLSILYL DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DERIVATIZATION; REACTION ANALYSIS; SOLVATION; STEREOCHEMISTRY; STEREOISOMERISM;

EID: 0033555237     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02389-2     Document Type: Article

References (12)

1. For reviews oxy-Cope rearrangement and the related reactions, see Paquette LA. Angew. Chem., Internal. Ed. Engl. 1990; 29: 609-626; Paquette LA. Synlett. 1990: 67-73; Wilson SR. Org Reaction, 1993; 43: 93-250; Paquette LA. Tetrahedron, 1997; 53: 13971-14020.
2. For reviews oxy-Cope rearrangement and the related reactions, see Paquette LA. Angew. Chem., Internal. Ed. Engl. 1990; 29: 609-626; Paquette LA. Synlett. 1990: 67-73; Wilson SR. Org Reaction, 1993; 43: 93-250; Paquette LA. Tetrahedron, 1997; 53: 13971-14020.
3. For reviews oxy-Cope rearrangement and the related reactions, see Paquette LA. Angew. Chem., Internal. Ed. Engl. 1990; 29: 609-626; Paquette LA. Synlett. 1990: 67-73; Wilson SR. Org Reaction, 1993; 43: 93-250; Paquette LA. Tetrahedron, 1997; 53: 13971-14020.
4. For reviews oxy-Cope rearrangement and the related reactions, see Paquette LA. Angew. Chem., Internal. Ed. Engl. 1990; 29: 609-626; Paquette LA. Synlett. 1990: 67-73; Wilson SR. Org Reaction, 1993; 43: 93-250; Paquette LA. Tetrahedron, 1997; 53: 13971-14020.
5. Trost BM, Fleming I, editors. Comprehensive Organic Synthesis, Volume 5. Oxford, Pergamon Press, 1992: 1000-1004.
6. Seki K, Kiyohara W, Hashimoto H, Uyehara T, Ueno M, Sato T. Chem. Lett. 1996: 1035-1036.
7. For leading references, see Woodward RB, Hoffmann R. The Conservation of Orbital Symmetry, New York: Academic Press, 1970: 114-140. Fleming I. Frontier Orbitals and Organic Chemical Reactions, London: Jhon Wiley & Sons, 1976: 98-103. Klumpp GW. Reactivity in Organic Chemistry, New York: Jhon Wiley & Sons, 1982: 401-417.
8. For leading references, see Woodward RB, Hoffmann R. The Conservation of Orbital Symmetry, New York: Academic Press, 1970: 114-140. Fleming I. Frontier Orbitals and Organic Chemical Reactions, London: Jhon Wiley & Sons, 1976: 98-103. Klumpp GW. Reactivity in Organic Chemistry, New York: Jhon Wiley & Sons, 1982: 401-417.
9. For leading references, see Woodward RB, Hoffmann R. The Conservation of Orbital Symmetry, New York: Academic Press, 1970: 114-140. Fleming I. Frontier Orbitals and Organic Chemical Reactions, London: Jhon Wiley & Sons, 1976: 98-103. Klumpp GW. Reactivity in Organic Chemistry, New York: Jhon Wiley & Sons, 1982: 401-417.
10. Kotthaus M, Schlosser M. Tetrahedron Lett. 1998; 39: 4031-4034; Desponds O, Franzini L, Schlosser M. Synthesis. 1997: 150-152; and references cited therein.
11. Kotthaus M, Schlosser M. Tetrahedron Lett. 1998; 39: 4031-4034; Desponds O, Franzini L, Schlosser M. Synthesis. 1997: 150-152; and references cited therein.
12. Seki K, Tooya M, Sato T, Ueno M, Uyehara T. Tetrahedron Lett. 1998; 39: 8673-8676.