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SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS

Abstract:: The efficient synthesis of 4S,5S-2-(N-benzyloxycarbonyl)amino-5,6-dihydroxyhex-2-en-4-olide (4) from D-glucuronolactone is described, the potential of (4) as a divergent intermediate for the synthesis of 2S,4S-4-hydroxy-α-amino acids is illustrated by the conversion of (4) to 2S,4S,5S-dihydroxypipecolic acid and bulgecinine [2S,4S,5R-4-Hydroxy-5-(hydroxymethyl)-proline]. © 1987.

Publication status:: Published

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APA Style

Bashyal, B., Chow, H., & Fleet, G. (1987). SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS. TETRAHEDRON, 43(2), 423–430.

MLA Style

Bashyal, B., et al. “SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS.” TETRAHEDRON, vol. 43, no. 2, 1987, pp. 423–30.

Chicago Style

Bashyal, B, H Chow, and G Fleet. 1987. “SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE [2S,4S,5R-4-HYDROXY-5-(HYDROXYMETHYL)PROLINE] FROM D-GLUCURONOLACTONE - A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-ALPHA-AMINO ACIDS.” TETRAHEDRON 43 (2): 423–30.
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Publisher copy:: 10.1016/S0040-4020(01)89973-7

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+ Bashyal, B More by this author

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+ Chow, H More by this author

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+ Fleet, G More by this author

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Bibliographic Details

Journal:: TETRAHEDRON
Volume:: 43
Issue:: 2
Pages:: 423-430
Publication date:: 1987-01-01
DOI:: 10.1016/S0040-4020(01)89973-7
ISSN:: 0040-4020

Item Description

Language:: English
Pubs id:: pubs:42796
UUID:: uuid:13625f74-ccce-4e98-aa34-3536d0a7ecf9
Local pid:: pubs:42796
Source identifiers:: 42796
Deposit date:: 2012-12-19

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Copyright date:: 1987

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

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