Chemistry of Lactam-Derived Vinyl Phosphates: Stereoselective Synthesis of (+)-Fagomine

Bartali Laura. Scarpi Dina. Guarna Antonio. Prandi Cristina. Occhiato ErnestoG.. Synlett  2009,  913 

The authors would like to correct the text about the hydroboration-oxidation of compound 14 as follows: We were delighted to observe that both steps proceeded smoothly and that the bulky 4-silyloxy group, which in 14 is axially oriented to remove the A(1,2)-strain with 3-H (Scheme 3), effectively directed the hydroboration to the opposite face, providing, after oxidation and chromatographic separation of the 13:1 diastereomeric mixture, compound 15 as a single isomer.19,20 Interestingly, the stereoselectivity in the addition of borane to 14 was slightly lower than that observed in the hydrogenation of 12 for the synthesis of 4-hydroxypipecolic acid.4