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Volumn 122, Issue 6, 2000, Pages 1235-1236

Total synthesis of (-)-mycalolide A [11]

Author keywords

[No Author keywords available]

Indexed keywords

MACROLIDE; MYCALOLIDE A; SILANE; TITANIUM; UNCLASSIFIED DRUG;

EID: 0034673315     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja994003r     Document Type: Letter
Times cited : (63)

References (39)
  • 21
    • 0032514435 scopus 로고    scopus 로고
    • see ref 7
    • A total synthesis of one diastereomer of ulapulide A has been reported (Chattopadhyay, S. K.; Pattenden, G. Tetrahedron Lett. 1998, 39, 6095-6098), see ref 7.
    • (1998) Tetrahedron Lett. , vol.39 , pp. 6095-6098
    • Chattopadhyay, S.K.1    Pattenden, G.2
  • 23
    • 0001848341 scopus 로고
    • (b) For a review on the Wittig reaction, see: Maryanoff, B. E.; Reitz, A. B. Chem. Rev. 1989, 89, 863-927.
    • (1989) Chem. Rev. , vol.89 , pp. 863-927
    • Maryanoff, B.E.1    Reitz, A.B.2
  • 26
    • 0343219414 scopus 로고    scopus 로고
    • For a literature precedent of anti-crotylation, see ref 8j
    • (b) For a literature precedent of anti-crotylation, see ref 8j.
  • 27
    • 0000426192 scopus 로고
    • Racemic 6 was prepared by epoxidation of tert-butyl vinyl acetate with m-CPBA. which was in turn prepared according to the procedure in: Ozeki, T.; Kusaka, M. Bull. Chem. Soc. Jpn. 1966, 39, 1995-1998.
    • (1966) Bull. Chem. Soc. Jpn. , vol.39 , pp. 1995-1998
    • Ozeki, T.1    Kusaka, M.2
  • 28
    • 0342784901 scopus 로고    scopus 로고
    • note
    • The kinetic resolution yield is expressed as a percentage of the theoretical maximum yield of 50%; the ee was determined by HPLC analysis of the phenylthio derivatives of 6 with a Chiracel OD column.
  • 30
    • 0343219413 scopus 로고    scopus 로고
    • note
    • Ha, Hb value (10.8 Hz) in the acetonide derived from 12, see Supporting Information for details.
  • 38
    • 0343655038 scopus 로고    scopus 로고
    • 4 led to decomposition of the starting material
    • 4 led to decomposition of the starting material.
  • 39
    • 0032577032 scopus 로고    scopus 로고
    • (b) For a recent example of using TBAF/AcOH to remove TBS, see: Smith, A. B., III; Ott, G. R. J. Am. Chem. Soc. 1998, 120, 3935-3948.
    • (1998) J. Am. Chem. Soc. , vol.120 , pp. 3935-3948
    • Smith A.B. III1    Ott, G.R.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.