Ring conformations of d -glucose derivatives possessing two bulky silyl protecting groups at the 3,4-positions; the first observation of a stable full-axial chair conformer without bridge structures
書誌事項
- 公開日
- 2004-07
- 権利情報
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- https://www.elsevier.com/tdm/userlicense/1.0/
- DOI
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- 10.1016/j.tetlet.2004.05.126
- 公開者
- Elsevier BV
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説明
Abstract The ring conformations of 3,4-bis- O - tert -butyldimethylsilyl- and 3,4-bis- O - tert -butyldiphenylsilyl- d -glucopyranoses as well as the corresponding phenyl 1-thio- d -glucopyranosides were investigated. Observations showed that the introduction of the two tert -butyldiphenylsilyl groups can flip the pyranose-ring into the 1 C 4 conformation possessing more axial substituents. All the substituents of the 3,4-bis- O - tert -butyldiphenylsilyl-β- d -glucopyranose were axially oriented.
収録刊行物
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- Tetrahedron Letters
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Tetrahedron Letters 45 (29), 5615-5618, 2004-07
Elsevier BV