D-Erythrono-l,4-lactone

C-Methyl-L-erythrose (6) and derivatives 2-C-Methyl-D-erythrono-l,4-lactone (7)... 

When D-erythrono-l,4-lactone was treated with 3.5 equivalents of p-toluenesulfonyl chloride in pyridine at 0° for 30 min., a mono-O-... 

Erythrono l-4 lactone, D, 2-C methyl Ppsois Ferulic acid ... 

Anhydroerythrofuranose, A-602 2,3 Anhydro-L-erythrono-l,4-lactone, D-755 2,2 -Anhydro-5-fluoro-l-p-D-arabinofuranosylcytosine, F-19... 

Benzylidene-L-ribono-1,5-lactone, R-129 2-Bromo-2-deoxy-D-arabinono-l, 4-lactone, B-61 2-Bromo-2-deoxy-L-erythrono-1,4-lactone, B-111 6-Bromo-6-deoxygalactonic acid D-form, B-69 6-Bromo-6-deoxy-l, 4-galactonolactone, B-69... 

See Chapter 16 for the synthesis of 2-C-methyl-D-erythrono-1,4-lactone and 2-C-methyl-L-threono-1,4-lactone by asymmetric aldol reaction. 

The identity of the first naturally occurring saccharlnlc acid lactone to be detected (de Pascual Teresa et al., Tetrahedron Lett., 1980, 2], 1359) has been confirmed as 2-C-methyl-D-erythrono-l,4-... 

Protection of D-erythrono-1,4-lactone as its 2,3-0-benzylidene acetal, followed by regioselective reductive acetal opening (triethylsilane-titanium tetrachloride), then hydride reduction of the lactone function gave 2-0-benzyl-L-erythritol. In contrast, tributyltin oxide mediated benzylation of the same 1,4-lactone then hydride reduction of the lactone group gave 2-0-benzyl-D-erythritol. L-Erythrulose has been converted into 2-amino-2-deoxy-L-erythritol in six steps and 35% overall yield, the key step being a stereoselective reduction of the ketoxime orthoformate 11 with K-selectride. ... 

D-Erythronic acid, T-161 L-Erythronic acid, T-161 DL-Erythronic acid, T-161 L-Erythrono-1,4-lactone, T-161 DL-Erythrono-1,4-lactone, T-161 Ethyl D-arabinonate, A-825... 

L-Threonic acid, T-161 D-Threonic acid, T-161 DL-Threonic acid, T-161 L-Threono-1,4-lactone, T-161 D-Threono-1,4-lactone, T-161 DL-Threonolactone, T-161 2- O -Tosyl-L-erythrono-1,4-lactone, T-161 2- O -Tosyl-L-1,4-rhamnonolactone, D-286... 

Tosylation of the four D-pentono-1,4-lactones with 2.0-2.3 equiv. TsCl in pyridine gave as the main products, the 2,5-ditosylates. On similar treatment, the eight D-hexono-l,4-Iactones furnished mainly the 2,6-ditosylates, and D-g/ycero-D-gM/o-heptonolactone yielded the 2,7-ditosylate. Monotosylation of D-erythrono- and L-rhamnono-lactone took place at 0-2. ... 

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