Controlling neighbouring group participation from thioacetals

Tetrahedron Letters

Volumn 44, Issue 14, 2003, Pages 2841-2844

  Gibson, Mairi ^a   Goodman, Jonathan M ^b   Farrugia, Louis J ^a   Hartley, Richard C ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

^b UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

Azide; Calculation; Kinetic control; Medium ring; Neighbouring group participation; Sulfonium salt; Thermodynamic control; Thioacetal; chlorosulfide

Indexed keywords

ACETAL DERIVATIVE; ALKANE DERIVATIVE; AZIDE; CHLORIDE; SULFONIUM DERIVATIVE;

ARTICLE; CALCULATION; CARBON NUCLEAR MAGNETIC RESONANCE; CYCLIZATION; THERMODYNAMICS;

THIA;

EID: 0037474666     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)00440-4     Document Type: Article

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32. Recent examples of α-azidosulfides illustrating their different uses, see: (a) Hoffmann, R. W.; Holzer, B.; Knopff, O. Org. Lett. 2001, 3, 1945-1948; (b) Gibson, K. R.; Thomas, S. R.; Rowley, M. Synlett 2001, 712-714; (c) Guldi, D. M.; González, S.; Martín, N.; Antón, A.; Garín, J.; Orduna, J. J. Org. Chem. 2000, 65, 1978-1983; (d) Strumpel, M. K.; Buschmann, J.; Szilágyi, L.; Györgydeák, Z. Carbohydr. Res. 1999, 318, 91-97; (e) Suh, E. M.; Kishi, Y. J. Am. Chem. Soc. 1994, 116, 11205-11206.
33. Recent examples of α-azidosulfides illustrating their different uses, see: (a) Hoffmann, R. W.; Holzer, B.; Knopff, O. Org. Lett. 2001, 3, 1945-1948; (b) Gibson, K. R.; Thomas, S. R.; Rowley, M. Synlett 2001, 712-714; (c) Guldi, D. M.; González, S.; Martín, N.; Antón, A.; Garín, J.; Orduna, J. J. Org. Chem. 2000, 65, 1978-1983; (d) Strumpel, M. K.; Buschmann, J.; Szilágyi, L.; Györgydeák, Z. Carbohydr. Res. 1999, 318, 91-97; (e) Suh, E. M.; Kishi, Y. J. Am. Chem. Soc. 1994, 116, 11205-11206.
34. Recent examples of α-azidosulfides illustrating their different uses, see: (a) Hoffmann, R. W.; Holzer, B.; Knopff, O. Org. Lett. 2001, 3, 1945-1948; (b) Gibson, K. R.; Thomas, S. R.; Rowley, M. Synlett 2001, 712-714; (c) Guldi, D. M.; González, S.; Martín, N.; Antón, A.; Garín, J.; Orduna, J. J. Org. Chem. 2000, 65, 1978-1983; (d) Strumpel, M. K.; Buschmann, J.; Szilágyi, L.; Györgydeák, Z. Carbohydr. Res. 1999, 318, 91-97; (e) Suh, E. M.; Kishi, Y. J. Am. Chem. Soc. 1994, 116, 11205-11206.
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