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Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine

Abstract:: Practical methodology for the bis-O-methylation of (3S)-isopropyl-piperazine-2,5-dione 4 on a 45 g scale to generate Schollkopf's bis-lactim ether chiral auxiliary (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine 1 has been developed. Monomethylated intermediates 5 and 6 are reported for the first time. The gelling effects of 4 in a range of common solvents are also described.

Publication status:: Published

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APA Style

Bull, S., Davies, S., & Moss, W. (1998). Practical synthesis of Schollkopf's bis-lactim ether chiral auxiliary: (3S)-3,6-dihydro-2,5-dimethoxy-3-isopropyl-pyrazine. TETRAHEDRON-ASYMMETRY, 9(2), 321–327.

MLA Style

Bull, S., et al. “Practical Synthesis of Schollkopf's Bis-Lactim Ether Chiral Auxiliary: (3S)-3,6-Dihydro-2,5-Dimethoxy-3-Isopropyl-Pyrazine.” TETRAHEDRON-ASYMMETRY, vol. 9, no. 2, 1998, pp. 321–27.

Chicago Style

Bull, S, S Davies, and W Moss. 1998. “Practical Synthesis of Schollkopf's Bis-Lactim Ether Chiral Auxiliary: (3S)-3,6-Dihydro-2,5-Dimethoxy-3-Isopropyl-Pyrazine.” TETRAHEDRON-ASYMMETRY 9 (2): 321–27.
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Publisher copy:: 10.1016/S0957-4166(97)00623-X

Authors

+ Bull, S More by this author

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Author

+ Davies, S More by this author

Institution:

University of Oxford

Division:

MPLS

Department:

Chemistry

Sub department:

Organic Chemistry

Role:

Author

+ Moss, W More by this author

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Author

Bibliographic Details

Journal:: TETRAHEDRON-ASYMMETRY
Volume:: 9
Issue:: 2
Pages:: 321-327
Publication date:: 1998-01-30
DOI:: 10.1016/S0957-4166(97)00623-X
ISSN:: 0957-4166

Item Description

Language:: English
Pubs id:: pubs:110638
UUID:: uuid:38a1c3a6-ba5f-4486-855d-c98a08b4aa12
Local pid:: pubs:110638
Source identifiers:: 110638
Deposit date:: 2012-12-19

Terms of use

Copyright date:: 1998

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

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