Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-α-methylbenzyl amide

Stephen G. Davies; Christian A.P. Smethurst; Andrew D. Smith; G. Darren Smyth

doi:10.1016/S0957-4166(00)00224-X

Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-α-methylbenzyl amide

Stephen G. Davies^*, Christian A.P. Smethurst, Andrew D. Smith, G. Darren Smyth

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

26 Citations (Scopus)

Abstract

The conjugate addition of (R)-N-methyl-N-α-methylbenzyl amide to tert-butyl cinnamate followed by an asymmetric aldol reaction and subsequent N-oxidation/Cope elimination affords β-substituted homochiral Baylis-Hillman products in good yield. Copyright (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	2437-2441
Number of pages	5
Journal	Tetrahedron Asymmetry
Volume	11
Issue number	12
DOIs	https://doi.org/10.1016/S0957-4166(00)00224-X
Publication status	Published - 30 Jun 2000

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title = "Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-α-methylbenzyl amide",

abstract = "The conjugate addition of (R)-N-methyl-N-α-methylbenzyl amide to tert-butyl cinnamate followed by an asymmetric aldol reaction and subsequent N-oxidation/Cope elimination affords β-substituted homochiral Baylis-Hillman products in good yield. Copyright (C) 2000 Elsevier Science Ltd.",

author = "Davies, {Stephen G.} and Smethurst, {Christian A.P.} and Smith, {Andrew D.} and Smyth, {G. Darren}",

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AU - Davies, Stephen G.

AU - Smethurst, Christian A.P.

AU - Smith, Andrew D.

AU - Smyth, G. Darren

PY - 2000/6/30

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N2 - The conjugate addition of (R)-N-methyl-N-α-methylbenzyl amide to tert-butyl cinnamate followed by an asymmetric aldol reaction and subsequent N-oxidation/Cope elimination affords β-substituted homochiral Baylis-Hillman products in good yield. Copyright (C) 2000 Elsevier Science Ltd.

AB - The conjugate addition of (R)-N-methyl-N-α-methylbenzyl amide to tert-butyl cinnamate followed by an asymmetric aldol reaction and subsequent N-oxidation/Cope elimination affords β-substituted homochiral Baylis-Hillman products in good yield. Copyright (C) 2000 Elsevier Science Ltd.

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JO - Tetrahedron Asymmetry

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ER -

Asymmetric synthesis of homochiral Baylis-Hillman products employing (R)-N-methyl-N-α-methylbenzyl amide

Abstract

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