Diastereoselective synthesis of dimethyl cyclopropane-1,1-dicarboxylates from a γ-alkoxy-alkylidene malonate and sulfur and phosphorus ylides

A. Krief; L. Provins; A. Froidbise

doi:10.1016/S0040-4039(97)10822-X

Diastereoselective synthesis of dimethyl cyclopropane-1,1-dicarboxylates from a γ-alkoxy-alkylidene malonate and sulfur and phosphorus ylides

A. Krief, L. Provins, A. Froidbise

Unit of organic chemistry

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

Abstract

Isopropylidene diphenylsulfurane and isopropylidene triphenylphosphorane react by the same (Re) face of the alkylidene malonate derived from the acetonide of (d)-glyceraldehyde to produce almost exclusively a single diastereoisomer of the corresponding dimethyl cyclopropane-1,1-dicarboxylate.

Original language	English
Pages (from-to)	1437-1440
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(97)10822-X
Publication status	Published - 12 Mar 1998

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10.1016/S0040-4039(97)10822-X

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title = "Diastereoselective synthesis of dimethyl cyclopropane-1,1-dicarboxylates from a γ-alkoxy-alkylidene malonate and sulfur and phosphorus ylides",

abstract = "Isopropylidene diphenylsulfurane and isopropylidene triphenylphosphorane react by the same (Re) face of the alkylidene malonate derived from the acetonide of (d)-glyceraldehyde to produce almost exclusively a single diastereoisomer of the corresponding dimethyl cyclopropane-1,1-dicarboxylate.",

author = "A. Krief and L. Provins and A. Froidbise",

year = "1998",

month = mar,

day = "12",

doi = "10.1016/S0040-4039(97)10822-X",

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journal = "Tetrahedron Letters",

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publisher = "Elsevier",

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T1 - Diastereoselective synthesis of dimethyl cyclopropane-1,1-dicarboxylates from a γ-alkoxy-alkylidene malonate and sulfur and phosphorus ylides

AU - Krief, A.

AU - Provins, L.

AU - Froidbise, A.

PY - 1998/3/12

Y1 - 1998/3/12

N2 - Isopropylidene diphenylsulfurane and isopropylidene triphenylphosphorane react by the same (Re) face of the alkylidene malonate derived from the acetonide of (d)-glyceraldehyde to produce almost exclusively a single diastereoisomer of the corresponding dimethyl cyclopropane-1,1-dicarboxylate.

AB - Isopropylidene diphenylsulfurane and isopropylidene triphenylphosphorane react by the same (Re) face of the alkylidene malonate derived from the acetonide of (d)-glyceraldehyde to produce almost exclusively a single diastereoisomer of the corresponding dimethyl cyclopropane-1,1-dicarboxylate.

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U2 - 10.1016/S0040-4039(97)10822-X

DO - 10.1016/S0040-4039(97)10822-X

M3 - Article

AN - SCOPUS:0032510368

SN - 0040-4039

VL - 39

SP - 1437

EP - 1440

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Diastereoselective synthesis of dimethyl cyclopropane-1,1-dicarboxylates from a γ-alkoxy-alkylidene malonate and sulfur and phosphorus ylides

Abstract

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