Reagent control in the aldol addition of chiral boron enolates based on the 
2,5-diphenylborolane ligand system

Reetz, M. T.; Rivadeneira, E.; Niemeyer, C.

doi:10.1016/S0040-4039(00)97489-6

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Reagent control in the aldol addition of chiral boron enolates based on the 2,5-diphenylborolane ligand system

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Reetz, M. T., Rivadeneira, E., & Niemeyer, C. (1990). Reagent control in the aldol addition of chiral boron enolates based on the 2,5-diphenylborolane ligand system. Tetrahedron Letters, 31(27), 3863-3866. doi:10.1016/S0040-4039(00)97489-6.

Cite as: https://hdl.handle.net/21.11116/0000-000E-7CCB-3

Abstract

Thioesters can be O-borylated using optically active chloro-2,5-diphenylborolane to produce chiral boron enolates which show complete reagent control in aldol additions to chiral α-amino aldehydes.
Boron enolates of the type 2 add to chiral α-amino aldehydes with essentially complete reagent control to form aldol adducts.