Scandium trifluoromethanesulfonate-catalyzed mild, efficient, and selective cleavage of acetates bearing a coordinative group

被引：36

作者：

Kajiro, H

Mitamura, S

Mori, A

Hiyama, T

机构：

[1] Tokyo Inst Technol, Resources Utilizat Res Lab, Midori Ku, Yokohama, Kanagawa 2268503, Japan

[2] Nippon Steel Corp Ltd, Adv Technol Res Labs, Nakahara Ku, Kawasaki, Kanagawa 2110035, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 09期

关键词：

chelation; esters; hydrolysis; scandium and compounds;

D O I：

10.1016/S0040-4039(99)00003-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Scandium trifluoromethanesulfonate is a useful Lewis acid catalyst for cleavage of acetates containing coordinative groups adjacent to the acetyl carbonyl. The reaction proceeds under weak acidic conditions at room temperature. Racemizable alpha-keto acyloxy compounds are deacetylated without racemization. Selective mono-deacetylation at the 10-position of paclitaxel has been achieved. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：1689 / 1692

页数：4

共 21 条

[1] Lanthanide trifluoromethanesulfonate catalysed selective acylation of 10-deacetylbaccatin III [J].