Masamune-Sharpless homologation

The essential features of the Masamune-Sharpless hexose synthesis strategy are outlined in a general way in Scheme 4. The strategy is based on the reiterative- application of a two-carbon extension cycle. One cycle comprises the following four key transformations (I) homologation of an aldehyde to an allylic alcohol (II) Sharpless asymmetric epoxidation of the allylic alcohol ... 

Other methods have been reported which, however, lacked generality. One of these described the approach to L-g/ycera-D-manno-heptopyranosides by stereoselective chain extension of suitably protected hexodialdo-l,5-pyranosides with silylmethylmagnesium chlorides [31]. Another method, quite reminiscent of the Masamune-Sharpless approach [7g], reported the synthesis of four stereoisomeric tetrose derivatives by homologation of... 

---

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

---