Lithium diphenylbinaphtholate

Lithium diphenylbinaphtholate catalyses enantioselective aldol-Tishchenko reactions to give 1,3-diols with three contiguous chiral centres. A successive aldol-aldol-Tishchenko version gave a triol (79) with five contiguous centres. An Evans-Tishchenko reduction is also described. " ... 

Chiral lithium diphenylbinaphtholate (2) has been found to be an effective catalyst for the enantioselective aldol-Tishchenko reaction, affording 1,3-diol derivatives with three contiguous chiral centres and high stereoselectivities (up to 99% ee) ° A direct, highly enantioselective alkylation of arylacetic acids via enediolates using a readily available chiral lithium amide (3) as a stereodirecting reagent has been developed. This approach circumvents the traditional attachment and removal of chiral auxiliaries used currently for this type of transformation. 

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See also in sourсe #XX -- [ ]

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