Stereoselective CrCl2-mediated condensation of aldehydes with functionalized 1,1,1-trichlorides: Synthesis of trisubstituted (Z)-chloroolefins
The CrCl2-mediated condensation of aldehydes 1 with a variety of functionalized 1,1,1-trichlorides 2 affords trisubstituted chloroolefins 4 in excellent yields and generally high Z-stereoselectivity. The intermediate dichlorohydrin adducts 3 can be isolated in good yields under conditions of limited reagent and reduced temperature.
Synthesis of dihalohydrins and tri- and tetra-substituted olefins
A novel synthesis reaction for highly stereospecific tri- and tetra-substituted olefins is described. A single stereoisomer of stable α-halo-α,β-ester is produced in high yield by the reaction of aldehyde or ketone with a trihalogenated compound such as t
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(2008/06/13)
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