Journal article

A noncarbohydrate based approach to polyhydroxylated pyrrolidizines: total syntheses of the natural products hyacinthacine A1 and 1-epiaustraline.

Abstract:: [reaction: see text] A flexible route to polyhydroxylated pyrrolizidine alkaloids is described, starting from commercially available N-Boc pyrrole and using a partial reduction as the key step. Tactics for varying the stereochemistry around the ring by choice of partial reduction conditions are discussed and methods for constructing the bicyclic ring system of the pyrrolizidine targets are examined. Intramolecular S(N)2 type displacement reactions were found to be an efficient way of forming ...
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APA Style

Donohoe, T., Sintim, H., & Hollinshead, J. (2005). A noncarbohydrate based approach to polyhydroxylated pyrrolidizines: total syntheses of the natural products hyacinthacine A1 and 1-epiaustraline. J Org Chem, 70(18), 7297–7304.

MLA Style

Donohoe, T., et al. “A Noncarbohydrate Based Approach to Polyhydroxylated Pyrrolidizines: Total Syntheses of the Natural Products Hyacinthacine A1 and 1-Epiaustraline.” J Org Chem, vol. 70, no. 18, 2005, pp. 7297–304.

Chicago Style

Donohoe, T, H Sintim, and J Hollinshead. 2005. “A Noncarbohydrate Based Approach to Polyhydroxylated Pyrrolidizines: Total Syntheses of the Natural Products Hyacinthacine A1 and 1-Epiaustraline.” J Org Chem 70 (18): 7297–7304.
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Publisher copy:: 10.1021/jo050977s

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

+ Hollinshead, J More by this author

Role:

Author

Bibliographic Details

Journal:: J Org Chem More from this journal
Volume:: 70
Issue:: 18
Pages:: 7297-7304
Publication date:: 2005-09-02
DOI:: 10.1021/jo050977s
EISSN:: 1520-6904
ISSN:: 0022-3263

Item Description

Language:: English
Keywords:: Molecular Conformation

Pyrrolizidine Alkaloids

Magnetic Resonance Spectroscopy

Pyrroles

Stereoisomerism
Pubs id:: pubs:33210
UUID:: uuid:78e4bc23-754e-4a90-b8bb-6b3bb97f3ab2
Local pid:: pubs:33210
Source identifiers:: 33210
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 2005

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

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