Partial racemization occurring in the hydroxylactonization of a δ,ε-Epoxy Amide

Masaru Enomoto; Shigefumi Kuwahara

doi:10.1271/bbb.100646

Partial racemization occurring in the hydroxylactonization of a δ,ε-Epoxy Amide

Masaru Enomoto, Shigefumi Kuwahara

AGR - Agricultural Chemistry

Tohoku University

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

2 Citations (Scopus)

Abstract

Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.

Original language	English
Pages (from-to)	2535-2537
Number of pages	3
Journal	Bioscience, Biotechnology and Biochemistry
Volume	74
Issue number	12
DOIs	https://doi.org/10.1271/bbb.100646
Publication status	Published - 2010

Keywords

Baldwin rule
Dihydroisocoumarin
Epoxy amide
Hydroxylactonization
Racemization

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10.1271/bbb.100646

Cite this

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title = "Partial racemization occurring in the hydroxylactonization of a δ,ε-Epoxy Amide",

abstract = "Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.",

keywords = "Baldwin rule, Dihydroisocoumarin, Epoxy amide, Hydroxylactonization, Racemization",

author = "Masaru Enomoto and Shigefumi Kuwahara",

note = "Funding Information: This work was supported, in part, by grant-aid for scientific research from the Ministry of Education, Culture, Sports, Science and Technology of Japan (no. 22380064).",

year = "2010",

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TY - JOUR

T1 - Partial racemization occurring in the hydroxylactonization of a δ,ε-Epoxy Amide

AU - Enomoto, Masaru

AU - Kuwahara, Shigefumi

N1 - Funding Information: This work was supported, in part, by grant-aid for scientific research from the Ministry of Education, Culture, Sports, Science and Technology of Japan (no. 22380064).

PY - 2010

Y1 - 2010

N2 - Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.

AB - Acid-promoted hydroxylactonization of a δ,ε-epoxy amide took place via both 6-exo-tet and 7-endo-tet processes, causing a considerable degree of racemization of the resulting δ-hydroxyalkyl-δ-lactone.

KW - Baldwin rule

KW - Dihydroisocoumarin

KW - Epoxy amide

KW - Hydroxylactonization

KW - Racemization

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JO - Bioscience, Biotechnology and Biochemistry

JF - Bioscience, Biotechnology and Biochemistry

IS - 12

ER -

Partial racemization occurring in the hydroxylactonization of a δ,ε-Epoxy Amide

Abstract

Keywords

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