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The factors governing the efficiency of arylmethoxyacetic acids (AMAAs) for the determination of the absolute configuration of alcohols by NMR, have been identified and their influence studied. The largest Δδ RS values are obtained either increasing the size of the aryl ring (i.e. α-(9-anthryl)-α-methoxyacetic acid, 5), or the population of the most stable conformer (i.e. reagent 3 at...
DNMR experiments and MM and AM1 calculations were carried out on aldisin derivatives 6-9 and on the heterocyclic part of expanded nucleosides 1-5. Aldisines 6-9 present in solution a distorted twist-boat conformation like that of azepinomycin (3) while coformycin (1), pentostatin (2), 4 and 5 have a slight preference for a boat conformation. The proximity in geometry and interconversion barrier suggest...
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