A highly stereoselective synthesis of α-linked C-glycopyranosides using 2,2′-azobis-(2,4-dimethyl-4-methoxyvaleronitrile) (V-70)

Highly Stereoselective Synthesis of Carbocycles via a Radical Addition Reaction Using 2,2‘-Azobis(2,4-dimethyl-4-methoxyvaleronitrile) [V-70L]

“…We have already reported that 2,2‘-azobis(2,4-dimethyl-4-methoxyvaleronitrile) [V-70] can easily generate radical species under mild conditions such as room temperature (25 °C) or below. , We then applied this knowledge to the generation of anomeric radicals, and achieved the stereoselective and efficient synthesis of α-linked C -glycopyranosides . Furthermore, we revealed that racemic V-70L (Figure ) was a more active initiator at room temperature compared with meso V-70H 13 and established a practical synthetic method for pyrrolo[2,3- d ]pyrimidine antifolate TNP-351 using V-70L .…”

Black-Light-Induced Radical/Ionic Hydroxymethylation of Alkyl Iodides with Atmospheric CO in the Presence of Tetrabutylammonium Borohydride

“…In this case, the yield of the reduction product 3a increased up to 33% yield. This insufficient yield of 2a was not improved by decreasing the concentration of the substrate or by lowering the reaction temperature to 40 °C with V-70 as the radical initiator . At 1 atm of CO, a simple reduction course plagued the carbonylation.…”

Spurring Radical Reactions of Organic Halides with Tin Hydride and TTMSS Using Microreactors

“…Using a smaller amount of V-65 (2 mol %), 2a was obtained in 92% yield along with 8% unreacted 1a (entry 5). Subsequently, we found that the use of 2 mol % of V-70, which decomposes more rapidly than V-65, achieved a complete reaction (entry 6). For comparison, we checked the batch reaction; the reaction of a 5 mL solution of 1a (0.05 M) with 2 mol % of V-65 using a test tube (15 mm i.d.)…”