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Volumn 43, Issue 39, 2002, Pages 7095-7099

Cross-metathesis and ring-closing metathesis of olefinic monosaccharides

Author keywords

C disaccharide; Cross metathesis; Olefin; RCM; Tethering

Indexed keywords

ALCOHOL DERIVATIVE; ALKENE DERIVATIVE; CARBOHYDRATE DERIVATIVE;

EID: 0037163291     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01617-9     Document Type: Article
Times cited : (35)

References (51)
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    • and references cited therein
    • . For a listing of seminal papers in CM, see: Chatterjee A.K., Sanders D.P., Grubbs R.H. Org. Lett. 4:2002;1939-1942. and references cited therein.
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    • 13C, H-H COSY, DEPT and HMQC NMR, FT-IR, high-resolution mass spectroscopy and optical rotation
    • 13C, H-H COSY, DEPT and HMQC NMR, FT-IR, high-resolution mass spectroscopy and optical rotation.
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    • . For a review on silicon-tethered reactions, see: Bols M., Skrydstrup T. Chem. Rev. 95:1995;1253-1277.
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    • . This type of dimerization-RCM strategy has been used to prepare symmetrical macrocycles in non-carbohydrate systems; see for example: Lee C.W., Grubbs R.H. J. Org. Chem. 66:2001;7155-7158. and references cited therein.
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    • note
    • 7Si (M+Na)+577.2592, found 577.2572.
  • 45
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    • note
    • 7Si (M+Na)+ 549.2279, found 549.2279.
  • 48
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    • 2
    • 2.
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    • The use of catalyst 4 did not result in any improvement in yield of 24 and we have not yet examined the RCM reaction with catalyst 1
    • The use of catalyst 4 did not result in any improvement in yield of 24 and we have not yet examined the RCM reaction with catalyst 1.


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