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Volumn 125, Issue 50, 2003, Pages 15512-15520

Total Syntheses of Amphidinolide T1, T3, T4, and T5

Author keywords

[No Author keywords available]

Indexed keywords

CROSS COUPLING; MACROLIDES;

EID: 0346850024     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja038216z     Document Type: Article
Times cited : (139)

References (122)
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    • Notably, amphidinolides H and N exhibit potencies similar to that of the spongistatins; cf. ref 1.
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    • They only make up for 0.0001-0.005% of the algae's wet weight.
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    • For a preliminary communication on the synthesis of amphidinolide T4, see: Fürstner, A.; Aïssa, C.; Riveiros, R.; Ragot, J. Angew. Chem. 2002, 114, 4958-4960; Angew. Chem. Int. Ed. 2002, 41, 4763-4766.
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    • Shortly after our preliminary communication (ref 6) had been published, a total synthesis of amphidinolide T1 was communicated following a similar retrosynthetic logic; cf. Ghosh, A. K.; Liu, C. J. Am. Chem. Soc. 2003, 125, 2374-2375.
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    • 3. Complete lists of atom coordinates and anisotropic displacement parameters as well as tables of bond lengths and bond angles are available as Supporting Information. Crystallographic data have been deposited with the Cambridge Crystallographic Data Centre and can be obtained free of charge by applying to the following: The Director, CCDC, 12 Union Road, Cambridge, CB2 1EZ, United Kingdom, quoting the reference no. CCDC-213618.
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    • note
    • 2·LiCl prior to cross coupling.
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    • note
    • Using Spartan 02, 2001. software at the PM3 level.
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    • For previous examples showing that small changes at remote sites of a given substrate can have a strong impact on the outcome of RCM-based macrocyclizations, see ref 12 and the following: (a) Fürstner, A.; Thiel, O. R.; Blanda, G. Org. Lett. 2000, 2, 3731-3734.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.