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Volumn 105, Issue 12, 2005, Pages 4406-4440

Nonanomeric spiroketals in natural products: Structures, sources, and synthetic strategies

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBIOTICS; CATALYSIS; CRYSTAL STRUCTURE; ISOMERS; MICROORGANISMS; MOLECULAR STRUCTURE;

EID: 30744465911     PISSN: 00092665     EISSN: None     Source Type: Journal    
DOI: 10.1021/cr050559n     Document Type: Review
Times cited : (364)

References (262)
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    • In addition, the word "contrathermodynamic", if read literally, means something that stands in opposition to the laws of thermodynamics. This is obviously not possible.
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    • For reviews on the synthesis of spiroketals, see ref 2
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    • The Rychnovsky approach is a very clever example of the generality and utility of the anomeric effect. Presumably, the radical intermediate generated by the reduction of the oxonium cation derived from 109 can still undergo inversion of stereochemistry. The axial radical is preferred, apparently as a result of the anomeric effect (for discussions, see:
    • The Rychnovsky approach is a very clever example of the generality and utility of the anomeric effect. Presumably, the radical intermediate generated by the reduction of the oxonium cation derived from 109 can still undergo inversion of stereochemistry. The axial radical is preferred, apparently as a result of the anomeric effect (for discussions, see: Rychnovsky, S. D.; Powers, J. P.; LePage, T. J. J. Am. Chem. Soc. 1992, 114, 8375)
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    • see below. When the second electron is added in the reduction, the resulting anion can no longer undergo inversion and therefore remains locked in the axial configuration. The configurational stability of a-oxygenated alkyllithiums is well documented Still
    • see below. When the second electron is added in the reduction, the resulting anion can no longer undergo inversion and therefore remains locked in the axial configuration! The configurational stability of a-oxygenated alkyllithiums is well documented: Still, W. C.; Sreekumar, C. J. Am. Chem. Soc. 1980, 102, 1201.
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    • For reviews on the chemistry and synthesis of tricyclic spiroketal systems, see: (a) Brimble, M. A.; Fares, F. A. Tetrahedron 1999, 55, 7661.
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    • This result underscores the difficulties associated with computational modeling of structures stabilized by hydrogen bonding. For further discussion, see
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.