Question

In the synthesis of C-linked carbohydrates, an iterative Wittig process was used as shown below. J. Ors. Chem. 2002, 67, 4186. Draw the products A-E in the reaction sequence below. Don't forget to consider stereochemistry as discussed in the previous part of this problem. PPhi RA R -O Buli POCH THEA TBAF 1. Buli PPha, D 2. compound 1 B PBrs. ROTBDPS Loi RH Draw the mechanism for the formation of A. Be sure to include the correct stereochemistry in the products and the intermediates along the reaction mechanism.

Answer 1

Answer OTBPMS ccll3 Buli OTBODS THE ome TBAF PBr3 Rome one PPhz OTBbms R 4 -Ppha Br / n-Buli Comparind 1. RT ნულ ople

Mechanism route loo luomaleos of A i hupphg 10 ☆ OTOMIS cler N otevos orge --Uit ome Oreoms Toms - pphz ome ome R o Teams one