Synthesis, Resolution, and Absolute Stereochemistry of (1<i>R</i>,2<i>S</i>)-(+)-<i>cis</i>-1-Methoxycarbonyl-2-methylcyclobutane
作者:John E. Baldwin、Richard C. Burrell
DOI:10.1021/jo0009550
日期:2000.10.1
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
分五个步骤有效地制备了未被反式异构体污染的外消旋顺式-1-甲氧基羰基-2-甲基环丁烷。从(R)-(-)-苯基甘醇中分离出相应的酰胺。由(+)-顺式-1-甲氧基羰基-2-甲基环丁烷的酰胺的X射线晶体结构测定表明,它具有(1R,2S)绝对立体化学,构型分配的修正。