Synthesis of archaebacterial tetraether lipid models.

Item

Title
Synthesis of archaebacterial tetraether lipid models.
Identifier
AAI9325134
identifier
9325134
Creator
Pan, Dongfeng.
Contributor
Adviser: Robert Bittman
Date
1993
Language
English
Publisher
City University of New York.
Subject
Chemistry, Organic | Chemistry, Biochemistry
Abstract
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.
Type
dissertation
Source
PQT Legacy CUNY.xlsx
degree
Ph.D.
Item sets
CUNY Legacy ETDs