CeCl3•7H2O-NaI catalyzed hydrooxacyclization of unsaturated 3-hydroxy esters

被引：45

作者：

Marotta, E

Foresti, E

Marcelli, T

Peri, F

Righi, P

Scardovi, N

Rosini, G ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, Bologna, Italy

[2] Univ Bologna, Dipartimento Chim G Ciamician, Bologna, Italy

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 25期

关键词：

D O I：

10.1021/ol026955z

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Cerium(III) chloride heptahydrate and sodium iodide in boiling acetonitrile promote cyclization of 3-hydroxyalkenoic acids esters giving 5-substituted tetrahydrofuranacetic acid esters and 6-substituted tetrahydropyranacetic acid esters in fair to good yield and with complete retention of the absolute configuration of the starting 3-hydroxy ester.

引用

页码：4451 / 4453

页数：3

共 28 条

[1]

BACCOLINI G, 1969, CHIM IND-MILAN, V51, P287

[2]

BALDWIN JE, 1977, CHEM COMMUN, P233

[3] A two steps synthesis of γ-substituted and γ,γ-disubstituted α-(alkylmethylene)-γ-butyrolactones [J].