Enantioselective Reactions of Scalemic Acyclic α-(Alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates

Enantioselective Reactions of Scalemic Acyclic α-(Alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates

Scalemic acyclic α-(alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates prepared from organostannanes via organolithium reagents react with vinyl iodides, propargyl mesylates, and α,β-enones to afford coupled products with enantioselectivities ranging from 0 to 99% ee depending upon cuprate reagent, subs...

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Veröffentlicht in:Organic letters 2004-01, Vol.6 (2), p.253-256
Hauptverfasser: Dieter, R. Karl, Watson, Rhett T, Goswami, Rajesh
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container_title Organic letters
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creator Dieter, R. Karl
Watson, Rhett T
Goswami, Rajesh
description Scalemic acyclic α-(alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates prepared from organostannanes via organolithium reagents react with vinyl iodides, propargyl mesylates, and α,β-enones to afford coupled products with enantioselectivities ranging from 0 to 99% ee depending upon cuprate reagent, substrate structure, solvent, and temperature. In general, lithium cuprates give higher chemical yields and lower enantioselectivities, while the trends are reversed for the corresponding zinc cuprate reagents.
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title Enantioselective Reactions of Scalemic Acyclic α-(Alkoxy)alkyl- and α-(N-carbamoyl)alkylcuprates
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