Sequential ring-closing metathesis and silicon-assisted cross-coupling reactions: Stereocontrolled synthesis of highly substituted unsaturated alcohols

被引:76
作者
Denmark, SE [1 ]
Yang, SM [1 ]
机构
[1] Univ Illinois, Dept Chem, Roger Adams Lab, 900 S Mathews Ave, Urbana, IL 61801 USA
关键词
D O I
10.1021/ol015950j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A sequential ring closing metathesis/silicon-assisted cross-coupling sequence has been developed, Alkenyldimethylsilyl ethers of omega -unsaturated alcohols undergo facile ring closure with Schrock's catalyst to afford five-, six-, and seven-membered cycloalkenylsiloxanes bearing substituents on both alkenyl carbons. These siloxanes were highly effective coupling partners with various aryl and alkenyl halides and in the presence of Pd(0) afforded styrenes and dienes in high yield and specificity and with good functional group compatibility.
引用
收藏
页码:1749 / 1752
页数:4
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