F Ethyl vinyl ether

Ethoxy-2-propyne, 1909 f Ethyl isopropyl ether, 2012 f Ethyl propenyl ether, 1956 f Ethyl vinyl ether, 1610... 

The above described reaction has been extended to the application of the AlMe-BINOL catalyst to reactions of acyclic nitrones. A series chiral AlMe-3,3 -diaryl-BINOL complexes llb-f was investigated as catalysts for the 1,3-dipolar cycloaddition reaction between the cyclic nitrone 14a and ethyl vinyl ether 8a [34], Surprisingly, these catalysts were not sufficiently selective for the reactions of cyclic nitrones with ethyl vinyl ether. Use of the tetramethoxy-substituted derivative llg as the catalyst for the reaction significantly improved the results (Scheme 6.14). In the presence of 10 mol% llg the reaction proceeded in a mixture of CH2CI2 and petroleum ether to give the product 15a in 79% isolated yield. The diastereoselectiv-ity was the same as in the acyclic case giving an excellent ratio of exo-15a and endo-15a of >95 <5, and exo-15a was obtained with up to 82% ee. 

Bis-(2-methoxyethyl) ether, 2549 f 1,3-Butadiene, 1480 f 1,3-Butadiyne, 1385 f 2-Butanol, 1695 f Buten-3-yne, 1423 f Butyl ethyl ether, 2540 f Butyl vinyl ether, 2484 f 2-Chloro-1,3-butadiene, 1451 f Chloroethylene, 0730 f 2-Chloroethyl vinyl ether, 1557... 

Fig. 5 Plasma acetaminophen concentration following the oral administration of acetaminophen and its ethyl vinyl ether prodrug. Dog 1 received lOmg/kg doses of acetaminophen (O) and the prodrug ( ). Dog 2 received 25mg/kg doses of acetaminophen ( ) and the prodrug ( ). The 0.5-h prodrug and 8-h acetaminophen samples for dog 2 could not be obtained. (From Ref. " f)...

The chiral oxadiene 281 adds to ethyl vinyl ether giving a 2 1 mixture of endo adducts (-h)-282 and (—)-283. Deacylation of pure (-f)-282 delivers 284, which is then protected as a silyl ether to give 285. Raney nickel reduction and deprotection provides ethyl glycoside 286. Protection of 284 as a benzyl ether, followed by desulfurization and subsequent hydroboration and deprotection, provides (-)-L-olivose [150] (Scheme 13.80). 

Fischer-type carbenes are known as potential carbene transfer reagents to electron-rich and electron-deficient alkenes. Little is known about the chemistry of carbene complexes with silicon substituents at the carbene C-atom, whereas complexes with germanium, tin, or lead have not yet been prepared. The tungsten-carbene complexes 6 react with an excess of ethyl vinyl ether to give l,2-diethoxy-l-(trialkylsilyl)cyclopropanes 7." Only the f-isomers were formed and similar results can be achieved by using the corresponding molybdenum or chromium complexes. On the other hand, no reaction takes place with 2,3-dihydrofuran or ethyl ( )-but-2-enoate. ... 

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