Armesto Nuria, Ferrero Miguel, Fernández Susana, Gotor Vicente
Departamento de Química Orgánica e Inorgánica, Facultad de Química, Universidad de Oviedo, 33071-Oviedo, Spain.
J Org Chem. 2002 Jul 12;67(14):4978-81. doi: 10.1021/jo025671p.
Candida antarctica lipase A (CAL-A) selectively catalyzes the acylation at the secondary C-4 hydroxyl group of methyl shikimate (2), which possesses three secondary hydroxyl groups, the C-3 allylic one being chemically more reactive. The effect both of the acyl group of the acylating agents and of the solvent polarity has been studied. The selectivity of CAL-A is almost complete with acyl donors that possess short chains. However, when acyl donors have longer chains, better results are obtained by C. antarctica lipase B (CAL-B).
南极假丝酵母脂肪酶A（CAL-A）选择性催化莽草酸甲酯（2）仲位C-4羟基的酰化反应，莽草酸甲酯有三个仲羟基，其中C-3烯丙基羟基的化学反应性更强。研究了酰化剂的酰基和溶剂极性的影响。对于具有短链的酰基供体，CAL-A的选择性几乎是完全的。然而，当酰基供体具有较长链时，南极假丝酵母脂肪酶B（CAL-B）能取得更好的结果。
