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Volumn 7, Issue 21, 2009, Pages 4531-4538

The acyl nitroso Diels-Alder (ANDA) reaction of sorbate derivatives: An X-ray and 15N NMR study with an application to amino-acid synthesis

(5) Bollans, Lee a Bacsa, John a Iggo, Jonathan A a Morris, Gareth A b Stachulski, Andrew V a

a UNIVERSITY OF LIVERPOOL (United Kingdom)

b UNIVERSITY OF MANCHESTER (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL DERIVATIVES; DIELS-ALDER; DIENOPHILES; EFFICIENT SYNTHESIS; NITROSO; NMR STUDIES; OPTIMISATIONS; REACTION CONDITIONS; REGIOISOMERS; SORBATES; STRUCTURE REACTIVITY;

AMINES; ESTERS;

NITROGEN COMPOUNDS;

ALCOHOL DERIVATIVE; AMINO ACID; DRUG DERIVATIVE; ESTER; NITROSO DERIVATIVE; ORNITHINE; SORBIC ACID;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOISOMERISM; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

ALCOHOLS; AMINO ACIDS; CRYSTALLOGRAPHY, X-RAY; ESTERS; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, MOLECULAR; MOLECULAR CONFORMATION; NITROSO COMPOUNDS; ORNITHINE; SORBIC ACID; STEREOISOMERISM;

ALNUS;

EID: 70350026687 PISSN: 14770520 EISSN: None Source Type: Journal
DOI: 10.1039/b912963d Document Type: Article

Times cited : (13)

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- None of the sorbate ester series adducts could be suitably crystallized: unambiguous proof of the regiochemistry of 5a was obtained by chemical correlation, namely the conversion of 5a to 7 (Scheme 3) Details of the synthesis of compounds 12 and 13 will be published elsewhere, together with the X-ray crystal structure of the bis-Boc analogue of 12. For characterization of 12 and 13, in particular NMR data, see the ESI
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