Total synthesis of aspirin-triggered 15-epi-lipoxin A4

被引:26
作者
Rodríguez, AR [1 ]
Spur, BW [1 ]
机构
[1] Univ Med & Dent New Jersey, Dept Cell Biol, SOM, Stratford, NJ 08084 USA
关键词
palladium catalyst; eicosanoids; Katsuki Sharpless reactions; reduction;
D O I
10.1016/S0040-4039(01)01187-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The total synthesis of aspirin-triggered 15-epi-LXA(4) has been achieved using a chiral pool strategy for the C1-C12 fragment starting from 2-deoxy-D-ribose. Sharpless catalytic AE generated the C15 chiral center with > 98% ee. The stereospecific (Z)-reduction of the conjugated trienyne to the tetraene was achieved with Zn(Cu, Ag) in aq. CH3OH at aq. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:6057 / 6060
页数:4
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