Finally, HWE reagent led to the preparation of (E)-2f as sole isomer in 68% yield (Table 2, entry 5), whilst the Still–Gennari variant [27] gave the mixture of (E)-2g and (Z)-2g isomers (Table 2, entry 6). At this point, we wondered if our methodology for the synthesis of allylic amines was compatible also with free hydroxy groups present in the substrate, as it has been shown earlier for a N-Boc protected amino hydroxy ester [21]. To corroborate this idea, N,N-dibenzylamino benzyl ester of L-serine (3) was submitted to the one-pot tandem reduction–olefination procedure described above. Disappointingly, the product (E)-4a was obtained in low yield although in excellent (dia)stereoselectivity. In the synthesis of anti-2-amino-1,3- diols, we reported earlier that the addition of DIBAL-H must be done necessarily in two portions [16]. Thus, finetuning of the reduction conditions was required in order to improve the yield, as shown in Table 3.