Home | Contact Us | FAQ | Search & Site Map | Link to Us
Sign In | Join | Other 45 Sites in Network
Home
Discussion Groups
Biology
BiologyBotanyMicrobiologyEntomologyEvolutionPaleontology
Chemistry
General ChemistryAnalytical ChemistryElectrochemistryOrganic Synthesis
Earth Science
GeologyMineralogyOceanographyMeteorologyEarthquakes
Physics
General PhysicsResearchRelativityParticle PhysicsElectromagnetismFusionOpticsAcousticsNew Theories

Natural Science Forum / Chemistry / Organic Synthesis / April 2006


Tip: Looking for answers? Try searching our database.

Baylis-Hilllman reaction with alkyl halide as electrophile?

Thread view: 
Enable EMail Alerts  Start New Thread
Thread rating: 
twly911@gmail.com - 13 Apr 2006 10:15 GMT
I need to make acrylate derivatives containing benzyl groups on the
alpha position.  The simplest process I can think of is to use the
titled reaction but all literature seems to show only acyl groups as
the electrophile.  Am I missing something here or am I completely off
my rocker.  Please advise.

tw
Reply to this Message
josef.muller@gmail.com - 24 Apr 2006 08:17 GMT
halogenide, despite of alkoxide, is probably not basic enough to deprotonate alpha position of acrylate and therefore double bond cannot be restored. try to run the reaction with two equivalent of the base.
Reply to this Message
 
Sign In
Join
My Latest Posts
My Monitored Threads
My Blog
My Photo Gallery
My Profile
My Homepage
Start New Thread
Enable EMail Alerts
Rate this Thread



©2009 Advenet LLC   Privacy Policy - Terms of Use
This website includes both content owned or controlled by Advenet as well as content owned or controlled by third parties.