(cf. 11) chirally - Boron enolates having C2-symmetric ligands add to aldehydes high enantioselectively, as do modified allylboron reagents 21. Diastereofacial se1ecti;e Grignard and aldol additions to a-aminoaldehydes 28 are possible with chelation or non-chelation control, depending upon the type of protective group and nature of the organometallic reagent. Using the proper organometallic reagents, electrophilic or nucleophilic additions to chiral olefins occur diastereoselectively.
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Manfred T. Reetz (1988) studied this question.