Selective Access to Trisubstituted Macrocyclic E- and Z-Alkenes from the Ring-Closing Metathesis of Vinylsiloxanes

被引:11
作者
Wang, Yikai [1 ]
Jimenez, Miguel [1 ]
Sheehan, Patrick [1 ]
Zhong, Cheng [1 ]
Hung, Alvin W. [1 ]
Tam, Chun Pong [1 ]
Young, Damian W. [1 ]
机构
[1] Broad Inst Harvard & MIT, Chem Biol Program, Cambridge, MA 02142 USA
关键词
OLEFIN METATHESIS; NATURAL-PRODUCTS; STEREOSELECTIVE-SYNTHESIS; SILAFUNCTIONAL COMPOUNDS; ALKYNE METATHESIS; ORGANIC-SYNTHESIS; SIZED RINGS; VINYLSILANES; INHIBITORS; MACROLACTAMS;
D O I
10.1021/ol400134d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Macrocyclic (E)-alkenylsiloxanes, obtained from E-selective ring-closing metathesis reactions, can be converted to the corresponding (Z)-alkenyl bromides and (E)-alkenyl iodides allowing access to both E- and Z-trisubstituted macrocyclic alkenes. The reaction conditions and substrate scope of these stereoselective transformations are explored.
引用
收藏
页码:1218 / 1221
页数:4
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