Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(-)-Carvone.

T.M. Meulemans; G.A. Stork; B.J.M. Jansen; Æ. de Groot

doi:10.1016/S0040-4039(98)01367-7

Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(-)-Carvone.

T.M. Meulemans, G.A. Stork, B.J.M. Jansen, Æ. de Groot

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

17 Citations (Scopus)

Abstract

Copper (I) catalysed conjugate addition of methylmagnesium iodide to R-(−)-carvone and trapping the enolate as its trimethylsilyl enol ether, followed by a trityl perchlorate (TrClO4) catalysed Mukaiyama-aldol reaction, is an efficient method for the preparation of highly functionalised cyclohexanones which can be used as starting compounds in the total syntheses of enantiomerically pure clerodanes.

Original language	English
Pages (from-to)	6566-6568
Journal	Tetrahedron Letters
Volume	39
Issue number	36
DOIs	https://doi.org/10.1016/S0040-4039(98)01367-7
Publication status	Published - 1998

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title = "Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(-)-Carvone.",

abstract = "Copper (I) catalysed conjugate addition of methylmagnesium iodide to R-(−)-carvone and trapping the enolate as its trimethylsilyl enol ether, followed by a trityl perchlorate (TrClO4) catalysed Mukaiyama-aldol reaction, is an efficient method for the preparation of highly functionalised cyclohexanones which can be used as starting compounds in the total syntheses of enantiomerically pure clerodanes.",

author = "T.M. Meulemans and G.A. Stork and B.J.M. Jansen and \{de Groot\}, {\AE}.",

year = "1998",

doi = "10.1016/S0040-4039(98)01367-7",

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pages = "6566--6568",

journal = "Tetrahedron Letters",

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T1 - Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(-)-Carvone.

AU - Meulemans, T.M.

AU - Stork, G.A.

AU - Jansen, B.J.M.

AU - de Groot, Æ.

PY - 1998

Y1 - 1998

N2 - Copper (I) catalysed conjugate addition of methylmagnesium iodide to R-(−)-carvone and trapping the enolate as its trimethylsilyl enol ether, followed by a trityl perchlorate (TrClO4) catalysed Mukaiyama-aldol reaction, is an efficient method for the preparation of highly functionalised cyclohexanones which can be used as starting compounds in the total syntheses of enantiomerically pure clerodanes.

AB - Copper (I) catalysed conjugate addition of methylmagnesium iodide to R-(−)-carvone and trapping the enolate as its trimethylsilyl enol ether, followed by a trityl perchlorate (TrClO4) catalysed Mukaiyama-aldol reaction, is an efficient method for the preparation of highly functionalised cyclohexanones which can be used as starting compounds in the total syntheses of enantiomerically pure clerodanes.

U2 - 10.1016/S0040-4039(98)01367-7

DO - 10.1016/S0040-4039(98)01367-7

M3 - Article

SN - 0040-4039

VL - 39

SP - 6566

EP - 6568

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 36

ER -

Enantioselective synthesis of highly functionalised cyclohexanones starting from R-(-)-Carvone.

Abstract

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