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Volumn 16, Issue 34, 2010, Pages 10523-10534

Intramolecular suzuki-miyaura reaction for the total synthesis of signal peptidase inhibitors, arylomycins A2and B2

Author keywords

Antibiotics; Biaryls; Cross coupling; Macrocycles; Natural products

Indexed keywords

BIARYLS; CROSS-COUPLINGS; CYCLOPHANES; KEY FEATURE; LINEAR SEQUENCE; MACROCYCLES; N-METHYLATION; NATURAL PRODUCTS; PEPTIDE SIDE CHAINS; SIGNAL PEPTIDASE; SUZUKI-MIYAURA REACTION; TOTAL SYNTHESIS;

EID: 77956438350     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201000924     Document Type: Article
Times cited : (50)

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    • Abbreviations: dba=dibenzylideneacetone; DEPBT=3-(diethyloxyphosphoryl. oxy)-1,2,3-benzotriazin-4(3H)-one; dppf = 1,1′-bis(diphenylphosphino) ferrocene; EDC = 1 -[3-(dimethylamino)propyl]-3-ethylcarbodiimide; HATU = 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; HOAt=N-hydroxy-7azabenzotriazole; HOBt=N-hydroxybenzotriazole; MOP = (diphenylphosphino)-2′-methoxy-1 ,1′-binaphthyl ; NMM=N-methylmorpholine; NMP=N-methylpyrolidinone ; SPhos = 2- dicyclohexylphosphino-2′,6′-dimethoxybiphenyl ; Tol = toluene.
    • Abbreviations: dba=dibenzylideneacetone; DEPBT=3-(diethyloxyphosphoryl. oxy)-1,2,3-benzotriazin-4(3H)-one; dppf = 1,1′-bis(diphenylphosphino) ferrocene; EDC = 1 -[3-(dimethylamino)propyl]-3-ethylcarbodiimide; HATU = 2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; HOAt=N-hydroxy-7azabenzotriazole; HOBt=N-hydroxybenzotriazole; MOP = (diphenylphosphino)-2′-methoxy-1 ,1′-binaphthyl ; NMM=N-methylmorpholine; NMP=N-methylpyrolidinone ; SPhos = 2- dicyclohexylphosphino-2′,6′-dimethoxybiphenyl ; Tol = toluene.
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    • Microwave experiments were conducted in a Discover microwave reactor from CEM. All experiments were performed in sealed tubes (capacity 1.0 mL) under argon atmosphere. Microwave irradiation of 300 W was used, the temperature was ramped from RT to 90° C or 110°C in 1 min. Once this temperature was reached, the reaction mixture was held at 90°C or 110°C for the indicated time.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.