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Isoprenoid chain elongations by Claisen rearrangements using acetals as precursors of vinyl ethers

✍ Scribed by Peter Baeckström; Lanna Li


Book ID
104204095
Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
763 KB
Volume
47
Category
Article
ISSN
0040-4020

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✦ Synopsis


Claisen rearrangements of ally1 vinyl ethers, formed in situ by the acid catalyzed reaction of dimethyl acetals of acetaldehyde, acetone and isopropenyl methyl ketone with different types of allylic alcohols, have been compared. The primary, secondary and tertiary allylic alcohols used in the investigation were selected to serve as models for isoprenoid synthesis. The basis for two feasible methods that can be iterated to create isoprenoid chains has been investigated.


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The modification of the poly (ethylene-co-vinyl acetate) (EVA) by direct esterification of its ethylene-vinyl alcohol copolymer with mercaptoacetic acid was carried out. The amount of the mercaptan group was controlled to avoid gel formation during the graft polymerization with styrene by chain tran