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Enantiopure 2-Aryl-...
Enantiopure 2-Aryl-2-Methyl Cyclopentanones by an Asymmetric Chelation-Controlled Heck Reaction Using Aryl Bromides : Increased Preparative Scope and Effect of Ring Size on Reactivity and Selectivity
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- Datta, Gopal K. (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Nordeman, Patrik (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Dackenberg, Jakob (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Nilsson, Peter (author)
- Uppsala universitet,Institutionen för läkemedelskemi,ORGFARM
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- Hallberg, Anders (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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- Larhed, Mats (author)
- Uppsala universitet,Avdelningen för organisk farmaceutisk kemi
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(creator_code:org_t)
- Elsevier BV, 2008
- 2008
- English.
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In: Tetrahedron. - : Elsevier BV. - 0957-4166 .- 1362-511X. ; 19:9, s. 1120-1126
- Related links:
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https://urn.kb.se/re...
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https://doi.org/10.1...
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Abstract
Subject headings
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- Quaternary 2-aryl-2-methyl cyclopentanones were obtained in 85–94% ee via Pd(0)-catalyzed chelation-controlled asymmetric arylation of a cyclopentenyl ether with aryl bromides and subsequent hydrolysis. Two new cyclohexenyl ethers were synthesized and evaluated as Heck substrates with both aryl iodides and bromides under different reaction conditions. Arylations of the six-membered vinyl ether 1-methyl-2-(S)-(cyclohex-1-enyloxymethyl)-pyrrolidine with aryl bromides were achieved with t-Bu3P-promoted palladium catalysis using either classical or microwave heating. Isolated Heck products were also obtained in high diastereoselectivities (94–98% de).
Subject headings
- MEDICIN OCH HÄLSOVETENSKAP -- Medicinska och farmaceutiska grundvetenskaper -- Farmaceutiska vetenskaper (hsv//swe)
- MEDICAL AND HEALTH SCIENCES -- Basic Medicine -- Pharmaceutical Sciences (hsv//eng)
Keyword
- PHARMACY
- FARMACI
Publication and Content Type
- ref (subject category)
- art (subject category)
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