Efficient Rh(II) binaphthol phosphate catalysts for enantioselective intramolecular tandem carbonyl ylide formation-cycloaddition of α-diazo-β-keto esters

David M. Hodgson; Paul A. Stupple; Craig Johnstone

doi:10.1039/a906787f

Efficient Rh(II) binaphthol phosphate catalysts for enantioselective intramolecular tandem carbonyl ylide formation-cycloaddition of α-diazo-β-keto esters

David M. Hodgson, Paul A. Stupple, Craig Johnstone

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

80 Citations (Scopus)

Abstract

Catalytic enantioselective tandem carbonyl ylide formation-cycloadditions of α-diazo-β-keto ester 1 using 0.5 mol% dirhodium tetrakis(1,1'-binaphthyl-2,2'-diyl phosphate) catalysts 7-9 and 14 to give the cycloadduct 3 in good yields and up to 90% ee are described.

Original language	English
Pages (from-to)	2185-2186
Number of pages	2
Journal	Chemical Communications
Issue number	21
DOIs	https://doi.org/10.1039/a906787f
Publication status	Published - 7 Nov 1999
Externally published	Yes

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10.1039/a906787f

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Cite this

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title = "Efficient Rh(II) binaphthol phosphate catalysts for enantioselective intramolecular tandem carbonyl ylide formation-cycloaddition of α-diazo-β-keto esters",

abstract = "Catalytic enantioselective tandem carbonyl ylide formation-cycloadditions of α-diazo-β-keto ester 1 using 0.5 mol% dirhodium tetrakis(1,1'-binaphthyl-2,2'-diyl phosphate) catalysts 7-9 and 14 to give the cycloadduct 3 in good yields and up to 90% ee are described.",

author = "Hodgson, {David M.} and Stupple, {Paul A.} and Craig Johnstone",

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AU - Hodgson, David M.

AU - Stupple, Paul A.

AU - Johnstone, Craig

PY - 1999/11/7

Y1 - 1999/11/7

N2 - Catalytic enantioselective tandem carbonyl ylide formation-cycloadditions of α-diazo-β-keto ester 1 using 0.5 mol% dirhodium tetrakis(1,1'-binaphthyl-2,2'-diyl phosphate) catalysts 7-9 and 14 to give the cycloadduct 3 in good yields and up to 90% ee are described.

AB - Catalytic enantioselective tandem carbonyl ylide formation-cycloadditions of α-diazo-β-keto ester 1 using 0.5 mol% dirhodium tetrakis(1,1'-binaphthyl-2,2'-diyl phosphate) catalysts 7-9 and 14 to give the cycloadduct 3 in good yields and up to 90% ee are described.

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