Aldol Reaction of a-Isocyanocarboxylates

2 Asymmetric Catalysis with Chiral Ferrocenylphosphine Ligands 

For an intramolecular asymmetric Heck-type reaction of alkenyl iodide 73 to form an optically active indolizidine derivative, a palladium catalyst coordinated 

A new type of ferrocenylbisphosphine (l )-(S)-13b has been used for the rhodium-catalyzed hydroboration of styrene, which gives, after oxidation, (/ )-1-phenyl-ethanol of92%e[17]. 

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The gold(I) complex of a chiral ferrocenylphosphine complex promotes asymmetric aldol reactions of a-isocyanocarboxylates to form chiral oxazolines in high diastereo- and enantio-selectivities (Scheme 52).225,226 In these reactions, the analogous silver(I) ferrocenylphosphine complex also works well. 

B1.2. GOLD-CATALYZED ASYMMETRIC ALDOL REACTION OF a ISOCYANOCARBOXYLATES 495... 

TABLE 8B1.4. Gold-Catalyzed Asymmetric Aldol Reaction of a-Isocyanocarboxylates 9 with Aldehydes (Scheme 8B1.4)... 

Gold and Silver-Catalyzed Asymmetric Aldol Reactions of a-Isocyanocarboxylates... 

The catalytic asymmetric aldol reaction is tolerant of a-isocyanocarboxylates bearing an a-alkyl substituent (9a-d) as shown in Scheme 4 and Table 8B1.4 [17,18]. The enantioselectivities in the reaction with paraformaldehyde are generally moderate, with the exception of the... 

Asymmetric addition and insertion reactions of metal caibenes, 191-228 Asymmetric aldol reactions, 493-S12,704-705 mechanism of, 496 of a-isocyanocarboxylates, 493-502 of nitromethane, 503... 

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