A new approach to the synthesis of archaebacterial tetraether lipids.

Title: A new approach to the synthesis of archaebacterial tetraether lipids.
Identifier: AAI9808002
identifier: 9808002
Creator: Shi, Mengxiao.
Contributor: Adviser: William F. Berkowitz
Date: 1997
Language: English
Publisher: City University of New York.
Subject: Chemistry, Organic | Chemistry, Biochemistry
Abstract: Archaebacterial tetraether lipids have received considerable attention because of their unique structure and potential properties. In particular the cyclic 2,3{dollar}\sp\prime{dollar}; 3, 2{dollar}\sp\prime{dollar}-bisbiphytanyl-di-sn-glycerol tetraether 1 and 2, containing a 72-membered ring with 16 chiral methyl groups, has not yet been made. A synthetic strategy has been developed to prepare a straight chain tetraether model 77, which will supply a new synthetic route to approach the nature archaebacterial tetraether lipids. The key steps of this synthetic method are (a) BF{dollar}\sb3{dollar}-catalyzed alcoholysis of glycidyl derivatives, (b) Julia type alkylation or copper (I) catalyzed Grignard reagent cross coupling method to connect two triether fragments, (c) McMurry coupling for making the macrocyclic compound.
Type: dissertation
Source: PQT Legacy CUNY.xlsx
degree: Ph.D.

Media: A new approach to the synthesis of archaebacterial tetraether lipids.