The regio- and stereochemical course of reductive cross-coupling reactions between 1,3-disubstituted allenes and vinylsilanes: synthesis of (Z)-dienes
β Scribed by Allan U. Barlan; Glenn C. Micalizio
- Book ID
- 108283248
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 399 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0040-4020
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π SIMILAR VOLUMES
A new synthesis of stereodefined 1-trimeUlylsllyl-1,3-dlenes is described. The method is based on two sequential coupling reactions between Grlgnard reagents and the readily available (Z)-or (15)-l -bromo-2-phenylthloethene, In the presence of transition metal catalysts.
When the palladium-catalyzed coupling reaction of Bu 3 SnSnBu 3 and high E/Z 1-bromo-1-fluoroalkenes is carried out at room temperature, symmetrical (1Z,3Z) 2,3-difluorinated-1,4-disubstituted-buta-1,3-dienes are successfully prepared in good yields.
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F'rinwd in Grert Britain oo4o439Ba s3.cnl + .oo pw-p-plc STEREOSELECTIVE SYNTHESIS OF (f&R)-2.BROMO-l&DIENES VIA THE PALLADIUM,,(O) CATALYZED CROSS CthJPLlNG REACTIONS OF l,l-DIBROMOOLEFINS AND ViNYLBORONIC ACIDS