The first total synthesis of trichostatin D

Tetrahedron Letters

Volumn 46, Issue 2, 2005, Pages 333-337

  Hosokawa, Seijiro ^a   Ogura, Takashi ^a   Togashi, Hidetaka ^a   Tatsuta, Kuniaki ^a  

^a WASEDA UNIVERSITY   (Japan)

Author keywords

Glycosylation; Total synthesis; Trichostatin D; Vinylketene silyl N,O acetal

Indexed keywords

ACETAL; ANTINEOPLASTIC AGENT; IMIDE; KETENE DERIVATIVE; TRICHOSTATIN D; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CHIRALITY; DRUG STRUCTURE; DRUG SYNTHESIS; GLYCOSYLATION; MITSUNOBU REACTION; STEREOCHEMISTRY; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 10044286175     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.11.004     Document Type: Article

References (22)

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16. Crystallographic data (excluding structure factors) for the structures in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 249741 for 8, CCDC 249740 for 9a, CCDC 249742 for 9b, and CCDC 249438 for (6R,6S)-isomer of 9b. Copies of the data can be obtained, free charge, on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(0)-1223-336033 or e-mail: http://deposit@ccdc.cam.ac.uk]
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19. 13C NMR, IR of synthetic trichostatin D were identical with those of the natural product kindly supplied by Prof. Yoichi Hayakawa (Tokyo University of Science)
20. 25 = + 210, c 0.19, MeOH)
21. 6): δ 12.6, 17.8, 60.4, 69.6, 71.7, 73.3, 73.8, 104.2, 111.0, 117.0, 123.3, 130.5, 140.2, 144.2, 153.5, 197.9
22. 26 - 150, c 0.32, MeOH) was synthesized from the ent-8 in the same manner