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Volumn 46, Issue 33, 2007, Pages 6297-6300

A catalytic method for converting vinylic furanoses into cyclopentenones

Author keywords

Aldol reaction; Carbocycles; Carbohydrates; Iron; Prostaglandins

Indexed keywords

BIOACTIVITY; CATALYSTS; DEHYDRATION; IRON; ISOMERIZATION; KETONES; SYNTHESIS (CHEMICAL);

EID: 34548242588     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200701663     Document Type: Article
Times cited : (45)

References (55)
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    • For a recent review on the Mukaiyama aldol reaction, see:, and references therein
    • For a recent review on the Mukaiyama aldol reaction, see: R. Mahrwald, Chem. Rev. 1999, 99, 1095, and references therein.
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    • In these series of Mukaiyama-type reactions, the isomerized enol ether intermediates could be characterized by NMR spectroscopy. However a one-pot process was found to be more convenient and more efficient
    • In these series of Mukaiyama-type reactions, the isomerized enol ether intermediates could be characterized by NMR spectroscopy. However a one-pot process was found to be more convenient and more efficient.
  • 46
    • 4143105003 scopus 로고    scopus 로고
    • A similar series of reactions has been reported for the preparation of a diastereoisomer of 16 see: G. V. M. Sharma, K. R. Kumar, Tetrahedron: Asymmetry 2004, 15, 2323.
    • A similar series of reactions has been reported for the preparation of a diastereoisomer of 16 see: G. V. M. Sharma, K. R. Kumar, Tetrahedron: Asymmetry 2004, 15, 2323.
  • 51
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    • The benzyl-ether-protected Corey lactone has been reported already as a key intermediate for the synthesis of various prostanoids: a) difluoro-PGs for glaucoma and ocular hypertension, see P. G. Klimko, J. Bishop, L. Desantis, Jr, V. L. Sallee Alcon Laboratories Inc, EP 639563, 1995 [Chem. Abstr. 1995, 122, 290579];
    • The benzyl-ether-protected Corey lactone has been reported already as a key intermediate for the synthesis of various prostanoids: a) difluoro-PGs for glaucoma and ocular hypertension, see P. G. Klimko, J. Bishop, L. Desantis, Jr., V. L. Sallee (Alcon Laboratories Inc), EP 639563, 1995 [Chem. Abstr. 1995, 122, 290579];
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    • difluoro-PGs for treatment of eye diseases, see T. Tanaka, Y. Matsumura, N. Mori, T. Nakano, N. Miyawaki, T. Matsugi, A. Shimazaki (Asahi Glass Company Ltd), WO2001055102, 2001 [Chem. Abstr. 2001, 135, 137338];
    • b) difluoro-PGs for treatment of eye diseases, see T. Tanaka, Y. Matsumura, N. Mori, T. Nakano, N. Miyawaki, T. Matsugi, A. Shimazaki (Asahi Glass Company Ltd), WO2001055102, 2001 [Chem. Abstr. 2001, 135, 137338];
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    • Latanoprost, see K. E. Henagar Pharmacia and Upjohn Company, WO 2003008368, 2003 [Chem. Abstr. 2003, 138, 137085
    • c) Latanoprost, see K. E. Henagar (Pharmacia and Upjohn Company), WO 2003008368, 2003 [Chem. Abstr. 2003, 138, 137085].
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    • For recent reviews on the transition-metal-mediated isomerization of allylic alcohols see: a
    • For recent reviews on the transition-metal-mediated isomerization of allylic alcohols see: a) R. C. van der Drift, E. Bouwman, E. Drent, J. Organomet. Chem. 2002, 650, 1;
    • (2002) J. Organomet. Chem , vol.650 , pp. 1
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.