EFFECT OF TI(OI-PR)4 ON STEREOSELECTIVITY OF HALOCYCLIZATION OF 2-SUBSTITUTED 4-PENTENOIC ACID AND 4-PENTEN-1-OL

被引:19
作者
KITAGAWA, O
SATO, T
TAGUCHI, T
机构
[1] TOKYO COLL PHARM, 1432-1 HORINOUCHI, HACHIOJI, TOKYO 19203, JAPAN
[2] SHIONOGI & CO LTD, SHIONOGI RES LABS, FUKUSHIMA KU, OSAKA 553, JAPAN
关键词
D O I
10.1246/cl.1991.177
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iodolactonization of 2-substituted (N-sulfonylamino, hydroxyl and hydroxymethyl groups)-4-pentenoic acid with NIS or I2 in the presence of Ti(Oi-Pr)4 gave the gamma-lactone with increased 1,3-cis-selectivity. Stereoselectivity in the haloetherification of 2-hydroxymethyl-4-penten-1-ol was reversed by the addition of Ti(Oi-Pr)4.
引用
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页码:177 / 180
页数:4
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