Efficient Medium Ring Size Bromolactonization Using a Sulfur-Based Zwitterionic Organocatalyst

被引：103

作者：

Cheng, Yi An ^{[1
]}

Chen, Tao ^{[1
]}

Tan, Chong Kiat ^{[1
]}

Heng, Jun Jie ^{[1
]}

Yeung, Ying-Yeung ^{[1
]}

机构：

[1] Natl Univ Singapore, Dept Chem, Singapore 117543, Singapore

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2012年 / 134卷 / 40期

关键词：

CHIRAL AMMONIUM BETAINES; ASYMMETRIC TOTAL-SYNTHESIS; CLOSING-METATHESIS; STEREOSELECTIVE-SYNTHESIS; CLOSURE REACTIONS; LACTONES; THIOCARBAMATE; LACTONIZATION; CATALYSIS; ACIDS;

D O I：

10.1021/ja307210n

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Catalytic bromolactonization of long-chain olefinic acids resulting in the efficient synthesis of medium-sized lactones is reported using a zwitterionic catalyst and stoichiometric N-bromosuccinimide halogen source. The reaction was found to be more efficient at 0 degrees C than at room temperature, which could be attributed to the temperature dependence of the zwitterionic catalyst.

引用

页码：16492 / 16495

页数：4

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