Synthetic studies of a constrained ring didemnin analog

Scott C. Mayor; Amy J. Pfizenmayer; Richard Cordova; Wen Ren Li; Madeleine M. Joullié

doi:10.1016/0957-4166(94)80007-3

Synthetic studies of a constrained ring didemnin analog

Scott C. Mayor, Amy J. Pfizenmayer, Richard Cordova, Wen Ren Li, Madeleine M. Joullié

Department of Chemistry

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

13 Scopus citations

Abstract

An asymmetric Diels-Alder reaction in the presence of 3.0 M lithium perchlorate-diethyl ether was used to generate the initial stereochemistry for a cyclohexane amino acid (3), a key intermediate in the preparation of a fused ring didemnin analog. This constrained ring macrocycle should provide insight into the binding site conformation of the bioactive species.

Original language	English
Pages (from-to)	519-522
Number of pages	4
Journal	Tetrahedron: Asymmetry
Volume	5
Issue number	4
DOIs	https://doi.org/10.1016/0957-4166(94)80007-3
State	Published - Apr 1994

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title = "Synthetic studies of a constrained ring didemnin analog",

abstract = "An asymmetric Diels-Alder reaction in the presence of 3.0 M lithium perchlorate-diethyl ether was used to generate the initial stereochemistry for a cyclohexane amino acid (3), a key intermediate in the preparation of a fused ring didemnin analog. This constrained ring macrocycle should provide insight into the binding site conformation of the bioactive species.",

author = "Mayor, {Scott C.} and Pfizenmayer, {Amy J.} and Richard Cordova and Li, {Wen Ren} and Joulli{\'e}, {Madeleine M.}",

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T1 - Synthetic studies of a constrained ring didemnin analog

AU - Mayor, Scott C.

AU - Pfizenmayer, Amy J.

AU - Cordova, Richard

AU - Li, Wen Ren

AU - Joullié, Madeleine M.

PY - 1994/4

Y1 - 1994/4

N2 - An asymmetric Diels-Alder reaction in the presence of 3.0 M lithium perchlorate-diethyl ether was used to generate the initial stereochemistry for a cyclohexane amino acid (3), a key intermediate in the preparation of a fused ring didemnin analog. This constrained ring macrocycle should provide insight into the binding site conformation of the bioactive species.

AB - An asymmetric Diels-Alder reaction in the presence of 3.0 M lithium perchlorate-diethyl ether was used to generate the initial stereochemistry for a cyclohexane amino acid (3), a key intermediate in the preparation of a fused ring didemnin analog. This constrained ring macrocycle should provide insight into the binding site conformation of the bioactive species.

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U2 - 10.1016/0957-4166(94)80007-3

DO - 10.1016/0957-4166(94)80007-3

M3 - 期刊論文

AN - SCOPUS:0028267665

VL - 5

SP - 519

EP - 522

JO - Tetrahedron: Asymmetry

JF - Tetrahedron: Asymmetry

SN - 0957-4166

IS - 4

ER -

Synthetic studies of a constrained ring didemnin analog

Abstract

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