A simple synthesis and evaluation of the bicyclo[8.3.0] enediyne framework

M. F. Semmelhack; Mark Jaskowski; Richmond Sarpong; Douglas M. Ho

doi:10.1016/S0040-4039(02)00940-1

A simple synthesis and evaluation of the bicyclo[8.3.0] enediyne framework

M. F. Semmelhack
, Mark Jaskowski
, Richmond Sarpong
, Douglas M. Ho

Chemistry

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

11 Scopus citations

Abstract

A synthesis of a simple trans fused [8.3.0]bicyclic enediyne framework was developed from cyclopentanone-trans-3,4-dicarboxylate. The rates of rearrangement of several derivatives of the framework were measured, and correlated with structural features. Preliminary studies to adjust the configuration about the ring fusion, expected to be an activation step, are discussed.

Original language	English (US)
Pages (from-to)	4947-4950
Number of pages	4
Journal	Tetrahedron Letters
Volume	43
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(02)00940-1
State	Published - Jul 8 2002

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(02)00940-1

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abstract = "A synthesis of a simple trans fused [8.3.0]bicyclic enediyne framework was developed from cyclopentanone-trans-3,4-dicarboxylate. The rates of rearrangement of several derivatives of the framework were measured, and correlated with structural features. Preliminary studies to adjust the configuration about the ring fusion, expected to be an activation step, are discussed.",

author = "Semmelhack, \{M. F.\} and Mark Jaskowski and Richmond Sarpong and Ho, \{Douglas M.\}",

note = "Funding Information: Financial support from the National Institutes of Health in the form of a research grant (CA 54819) is gratefully acknowledged.",

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AU - Semmelhack, M. F.

AU - Jaskowski, Mark

AU - Sarpong, Richmond

AU - Ho, Douglas M.

N1 - Funding Information: Financial support from the National Institutes of Health in the form of a research grant (CA 54819) is gratefully acknowledged.

PY - 2002/7/8

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AB - A synthesis of a simple trans fused [8.3.0]bicyclic enediyne framework was developed from cyclopentanone-trans-3,4-dicarboxylate. The rates of rearrangement of several derivatives of the framework were measured, and correlated with structural features. Preliminary studies to adjust the configuration about the ring fusion, expected to be an activation step, are discussed.

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IS - 28

ER -

A simple synthesis and evaluation of the bicyclo[8.3.0] enediyne framework

Abstract

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