. Author manuscript; available in PMC: 2014 Oct 8.

Published in final edited form as: J Org Chem. 2008 Jan 30;73(5):1774–1782. doi: 10.1021/jo702334z

Table 4.

Regioselectivity in the thiocarbonylation of sucrose derivative 37.^a

Entry	Catalyst	38 : 39	Yield (38 + 39)^b
1	NMI (20 mol%)	1 : 1.6	39
2	27 (20 mol%)	2 : 1	66
3	28 (20 mol%) + FeCl₃(15 mol%)	1 : 2	40

All reactions conducted in the presence of PEMP, and run according to the standard conditions described in the Experimental Section.

Isolated yield after flash chromatography

27: BOC-Pmh-DPro-Aib-DTrp(Boc)-DPhe-OMe

28: BOC-Pmh-Thr(t-Bu)-DVal-His(trt)-DPhe-DVal-Thr(t-Bu)-Ile-OMe