Journal article

A concise total synthesis of (+/-)-1-epiaustraline.

Abstract:: [reaction: see text] A concise total synthesis of 1-epiaustraline 3 is described that utilizes a diastereoselective Birch reduction of an electron-deficient pyrrole and a chelation-controlled vinyl Grignard addition to an aldehyde to introduce the C7 stereocenter. The C1 and C2 stereocenters were set through an OsO(4)-catalyzed dihydroxylation.

Publication status:: Published

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APA Style

Donohoe, T., & Sintim, H. (2004). A concise total synthesis of (+/-)-1-epiaustraline. Organic Letters, 6(12), 2003–2006.

MLA Style

Donohoe, T., and H. Sintim. “A Concise Total Synthesis of (+/-)-1-Epiaustraline.” Organic Letters, vol. 6, no. 12, 2004, pp. 2003–06.

Chicago Style

Donohoe, T, and H Sintim. 2004. “A Concise Total Synthesis of (+/-)-1-Epiaustraline.” Organic Letters 6 (12): 2003–6.
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Publisher copy:: 10.1021/ol049397s

Authors

+ Donohoe, T More by this author

Institution:

University of Oxford

Division:

MPLS

Department:

Chemistry

Sub department:

Organic Chemistry

Role:

Author

+ Sintim, H More by this author

Role:

Author

Bibliographic Details

Journal:: Organic letters More from this journal
Volume:: 6
Issue:: 12
Pages:: 2003-2006
Publication date:: 2004-06-01
DOI:: 10.1021/ol049397s
EISSN:: 1523-7052
ISSN:: 1523-7060

Item Description

Language:: English
Keywords:: Stereoisomerism

Catalysis

Pyrrolizidine Alkaloids

Molecular Conformation

Osmium Tetroxide
Pubs id:: pubs:32734
UUID:: uuid:d3a6e5ec-171d-4beb-a8a6-7579b75da96e
Local pid:: pubs:32734
Source identifiers:: 32734
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2004

Licence:: Terms and Conditions of Use for Oxford University Research Archive

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