Total synthesis of (-)-SNF4435 C and (+)-SNF4435 D

Christopher M. Beaudry; Dirk Trauner

doi:10.1021/ol051790q

Total synthesis of (-)-SNF4435 C and (+)-SNF4435 D

Christopher M. Beaudry, Dirk Trauner

Chemistry

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

Abstract

(Chemical Equation Presented) A convergent, biomimetic total synthesis of the immunosuppressant polyketides SNF4435 C and D is described. The synthetic pathway features a stereo- and regioselective [3,3]-sigmatropic rearrangement as well as a high-yielding Stille coupling/8π-6π electrocyclization cascade.

Original language	English (US)
Pages (from-to)	4475-4477
Number of pages	3
Journal	Organic Letters
Volume	7
Issue number	20
DOIs	https://doi.org/10.1021/ol051790q
State	Published - Sep 29 2005

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol051790q

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title = "Total synthesis of (-)-SNF4435 C and (+)-SNF4435 D",

abstract = "(Chemical Equation Presented) A convergent, biomimetic total synthesis of the immunosuppressant polyketides SNF4435 C and D is described. The synthetic pathway features a stereo- and regioselective [3,3]-sigmatropic rearrangement as well as a high-yielding Stille coupling/8π-6π electrocyclization cascade.",

author = "Beaudry, {Christopher M.} and Dirk Trauner",

year = "2005",

month = sep,

day = "29",

doi = "10.1021/ol051790q",

language = "English (US)",

volume = "7",

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journal = "Organic Letters",

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publisher = "American Chemical Society",

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AU - Beaudry, Christopher M.

AU - Trauner, Dirk

PY - 2005/9/29

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N2 - (Chemical Equation Presented) A convergent, biomimetic total synthesis of the immunosuppressant polyketides SNF4435 C and D is described. The synthetic pathway features a stereo- and regioselective [3,3]-sigmatropic rearrangement as well as a high-yielding Stille coupling/8π-6π electrocyclization cascade.

AB - (Chemical Equation Presented) A convergent, biomimetic total synthesis of the immunosuppressant polyketides SNF4435 C and D is described. The synthetic pathway features a stereo- and regioselective [3,3]-sigmatropic rearrangement as well as a high-yielding Stille coupling/8π-6π electrocyclization cascade.

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M3 - Article

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JO - Organic Letters

JF - Organic Letters

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Total synthesis of (-)-SNF4435 C and (+)-SNF4435 D

Abstract

ASJC Scopus subject areas

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