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Abstract:
Boron enolates having C2-symmetric ligands (cf. 11) add to aldehydes high enantioselectrively, as do chirally modified allylboron reagents 21. Diastereofacial selective Grignard and aldol additions to α-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.