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Asymmetric C-C bond formation using organometallic chemistry

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Citation

Reetz, M. T. (1988). Asymmetric C-C bond formation using organometallic chemistry. Pure and Applied Chemistry, 60(11), 1607-1614. doi:10.1351/pac198860111607.


Cite as: https://hdl.handle.net/21.11116/0000-000E-7D12-2
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.