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Enantioselective total synthesis of (-)-Dactylolide

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Date

2006

Authors

Louis, Ignace
Hungerford, Natasha
Humphries, Edward
McLeod, Malcolm

Journal Title

Journal ISSN

Volume Title

Publisher

American Chemical Society

Abstract

The enantioselective total synthesis of (-)-dactylolide is reported. The absolute stereochemistry of the tetrahydropyran was established by catalytic asymmetric Jacobsen hetero-Diels-Alder reaction. The remote C19 stereocenter was introduced by a sequence of chelation-controlled Grignard addition and Ireland-Claisen rearrangement.

Description

Keywords

Keywords: dactylolide; fused heterocyclic rings; lactone; article; catalysis; chemical structure; chemistry; stereoisomerism; synthesis; Bicyclo Compounds, Heterocyclic; Catalysis; Lactones; Molecular Structure; Stereoisomerism

Citation

URI

http://hdl.handle.net/1885/31917

Collections

ANU Research Publications

Source

Organic Letters

Type

Journal article

Book Title

Entity type

Access Statement

License Rights

DOI

10.1021/ol053092b

Restricted until

2037-12-31

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01_Louis_Enantioselective_total_2006.pdf (290.25 KB)

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