A convenient synthesis of (Z)-1-chloro-1-alkenes and (Z)-1-chloro-2-alkoxy-1-alkenes
β Scribed by Rachid Baati; D.K. Barma; U.Murali Krishna; Charles Mioskowski; J.R. Falck
- Publisher
- Elsevier Science
- Year
- 2002
- Tongue
- French
- Weight
- 70 KB
- Volume
- 43
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
Mild, room temperature CrCl 2 reduction of 1,1,1-trichloroalkanes stereoselectively generates (Z)-1-chloro-2-substituted-1-alkenes in excellent yields.
π SIMILAR VOLUMES
CrCl 2 converts trichloromethylcarbinols under mild conditions to (E)-a-haloalkylidene chromium carbenoids which add to aldehydes or are quenched with water affording 2-haloalk-2(Z)-en-1-ols and 1-chloro-1(Z)-alkenes, respectively, in high yield.
Z)-I-iodo-I-alkenes can be synthesized stereoselectively via the Wittig reaction of iodomethylenetriphenylphosphorane with aldehydes.