SEQUENCED REACTIONS WITH SAMARIUM(II) IODIDE - TANDEM INTRAMOLECULAR NUCLEOPHILIC ACYL SUBSTITUTION/INTRAMOLECULAR BARBIER CYCLIZATIONS

被引:97
作者
MOLANDER, GA
HARRIS, CR
机构
[1] Department of Chemistry and Biochemistry, University of Colorado, Boulder, Colorado
关键词
D O I
10.1021/ja00118a007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Samarium(II) iodide has been employed to promote a tandem intramolecular nucleophilic acyl substitution/intramolecular Barbier cyclization sequence, generating bicyclic and tricyclic ring systems in excellent yield and high diastereoselectivity. Additionally, a highly versatile ring expansion-cyclization sequence allows entry into several different naturally occurring tricyclic ring systems containing seven- and eight-membered rings.
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页码:3705 / 3716
页数:12
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