. Author manuscript; available in PMC: 2015 Jul 8.

Published in final edited form as: Tetrahedron. 2014 Mar 18;70(27-28):4165–4180. doi: 10.1016/j.tet.2014.03.043

Table 7.

Catalyst selection guide for epoxide ring-opening reactions mediated by monomeric (salen)Co complex 1 and/or oligomeric (salen)Co complex 4a.

reaction class	electrophile	nucleophile	monomer 1 viable?	Co loading reduction with oligomer 4a^a	Enhanced stereoselectivity or substrate scope with oligomer 4a?^a
I	terminal epoxides	water	yes	22–667-fold^b	yes
	terminal epoxides	carbamates		22-fold ^c	n.d.^d
	oxetanes	intramolecular primary alcohols		100-fold ^e	yes
	oxetanes	intramolecular phenols		10–500-fold ^e	no
II	terminal epoxides	phenols	substrate-dependent	59–587-fold ^f	yes
III	terminal epoxides	primary alcohols	no	—	—
	meso epoxides	water
	meso epoxides	carbamates

Based on reported values for reactions employing identical substrates under optimized conditions for each catalyst.

Based on ref. 2a, 2c, and 13a. Comparison for styrene oxide based on oligomer 4b.

Based on a single example from ref. 7a.

n.d. = not determined.

Based on ref. 25a.

Based on ref. 6.