Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.

Ny Sin; James Kallmerten

doi:10.1016/0040-4039(93)89003-9

Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.

Ny Sin, James Kallmerten

Department of Chemistry

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

22 Scopus citations

Abstract

The advanced rapamycin intermediate 26 has been prepared by an iterative sigmatropic sequence incorporating the diastereoselective [2,3] Wittig rearrangement of a D-glucofuranose-derived tertiary allylic ether.

Original language	English (US)
Pages (from-to)	753-756
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	5
DOIs	https://doi.org/10.1016/0040-4039(93)89003-9
State	Published - Jan 29 1993

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(93)89003-9

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title = "Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.",

abstract = "The advanced rapamycin intermediate 26 has been prepared by an iterative sigmatropic sequence incorporating the diastereoselective [2,3] Wittig rearrangement of a D-glucofuranose-derived tertiary allylic ether.",

author = "Ny Sin and James Kallmerten",

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AU - Kallmerten, James

PY - 1993/1/29

Y1 - 1993/1/29

N2 - The advanced rapamycin intermediate 26 has been prepared by an iterative sigmatropic sequence incorporating the diastereoselective [2,3] Wittig rearrangement of a D-glucofuranose-derived tertiary allylic ether.

AB - The advanced rapamycin intermediate 26 has been prepared by an iterative sigmatropic sequence incorporating the diastereoselective [2,3] Wittig rearrangement of a D-glucofuranose-derived tertiary allylic ether.

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U2 - 10.1016/0040-4039(93)89003-9

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 5

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Diastereoselective [2,3] Wittig rearrangement of carbohydrate-derived tertiary allylic ethers. 2. Synthesis of an advanced rapamycin intermediate from D-glucose.

Abstract

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