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

delete2012-09-26
delete121
PRE
AI
Y
Yi An Cheng
陈涛 (Tao Chen)
C
Chong Kiat Tan
J
Jun Jie Heng
Y
Ying‐Yeung Yeung *
DOI:10.1021/ja307210ndelete
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Abstract

Abstract

En 中文
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.
Keywords:
CHIRAL AMMONIUM BETAINES
ASYMMETRIC TOTAL-SYNTHESIS
CLOSING-METATHESIS
STEREOSELECTIVE-SYNTHESIS
CLOSURE REACTIONS
LACTONES
THIOCARBAMATE
LACTONIZATION
CATALYSIS
ACIDS

Journal

Journal of the American Chemical Society cover
Journal of the American Chemical Society
IF:
15.6
Papers:
20.0W
Citations:
60.2W

Organization

N
National University of Singapore
Scholars:
7.5W
Papers: 6.5W
Citations: 11.4W