Synthesis, resolution, and absolute stereochemistry of (1R,2S)-(+)-cis-1-methoxycarbonyl-2-methylcyclobutane

被引:13
作者
Baldwin, JE [1 ]
Burrell, RC [1 ]
机构
[1] Syracuse Univ, Dept Chem, Syracuse, NY 13244 USA
关键词
D O I
10.1021/jo0009550
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Racemic cis-1-methoxycarbonyl-2-methylcyclobutane uncontaminated with the trans isomer was prepared efficiently in five steps; the corresponding amides from (R)-(-)-phenylglycinol were separated. An X-ray crystallographic structure determination of the amide from (+)-cis-1-methoxycarbonyl-2-methylcyclobutane showed that it was of (1R,2S) absolute stereochemistry, a revision of configurational assignment.
引用
收藏
页码:7139 / 7144
页数:6
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