Lithiation and reactions of stilbene oxides: Synthetic utility

被引：33
作者：
Florio, S
Aggarwal, V
Salomone, A
机构：
[1] Univ Bari, CNR, Ist Chim Composti Organomet, Sez Bari,Dipartimento Farmacochim, I-70126 Bari, Italy
[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England
来源：
ORGANIC LETTERS | 2004年 / 6卷 / 23期
关键词：
D O I：
10.1021/ol0485013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The lithiation of trans- and cis-stilbene oxides (+/-)-1 and 8 has been investigated. While with 8, lithiation occurred exclusively at the benzylic position, with the trans isomer (+/-)-1, ortho-lithiation competed with alpha-lithiation depending upon the experimental conditions. The configurational stability of the alpha-lithiated cis- and trans-stilbene oxides (+/-)-2 and (+/-)-9, respectively, was proved as well as that of scalemic stilbene oxide (R,R)-2.
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页码：4191 / 4194
页数：4
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