Synthesis of archaebacterial tetraether lipid models.
Item
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Title
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Synthesis of archaebacterial tetraether lipid models.
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Identifier
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AAI9325134
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identifier
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9325134
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Creator
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Pan, Dongfeng.
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Contributor
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Adviser: Robert Bittman
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Date
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1993
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Language
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English
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Publisher
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City University of New York.
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Subject
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Chemistry, Organic | Chemistry, Biochemistry
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Abstract
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Since it is difficult to obtain substantial amounts of archaebacterial tetraether lipids from natural sources, a synthetic strategy has been developed to prepare a simpler, acyclic, straight-chain tetraether model, 1,1{dollar}\sp\prime{dollar}-di-O-(1,32-dotriacontanediyl)-2,2{dollar}\sp\prime{dollar}-di-O-hexadecyl-3,3{dollar}\sp\prime{dollar}-di-O-benzyl-bis-glycerol 18. This coupling strategy may be applicable to the more difficult task of assembling the cyclic tetraether. The key steps of this synthetic strategy are (a) BF{dollar}\sb3{dollar}-catalyzed alcoholysis of glycidyl derivatives and (b) silver metal catalyzed Grignard reagent coupling method to connect two diether synthons to form the tetraether lipid.
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Type
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dissertation
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Source
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PQT Legacy CUNY.xlsx
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degree
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Ph.D.