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Wittig reagent stereochemical induction

As is the case for the [2,3] Wittig rearrangement, the stereochemical consequences of the [2,3] ylide rearrangement are sensitive to perturbation by external steric and stereoelectronic factors, presenting a useful opportunity for both substrate- and reagent-based asymmetric induction. Rearrangements of carbene-derived ylides of allylic sulfide 1 provide a simple example of substrate-directed diastereosclcction, in which diastereoface selectivity results from attack on the exocyclic olefin via the less-hindered equatorial approach vector112. [Pg.501]


See also in sourсe #XX -- [ Pg.3 , Pg.252 ]

See also in sourсe #XX -- [ Pg.3 , Pg.248 , Pg.249 , Pg.250 , Pg.251 ]




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1,2-Stereochemical induction

Reagent induction

Wittig reagent

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