The Use of (+)-8-Phenylneomenthol in the Synthesis of Enantiomerically Pure (−)-Jasmonate Methyl Ester†‡

The Use of (+)-8-Phenylneomenthol in the Synthesis of Enantiomerically Pure (−)-Jasmonate Methyl Ester†‡
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(+)-8-苯基新薄荷醇在对映体纯 (−)-茉莉酸甲酯合成中的应用†‡

DOI:
10.1002/anie.198609921
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发表时间:
1986
期刊:
影响因子:
--
通讯作者:
J. Bats
J. Bats
中科院分区:
--
文献类型:
--
作者:
G. Quinkert;H. Schmalz;Elmar M. Dzierzynski;Gerd Dürner;J. Bats

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10 11 ent-1 将是一种受欢迎的手性辅助试剂,用于通过 (S)-(-)-2-乙烯基-I, I-环丙二甲酸二甲酯 ent-2b 合成对映体纯的 (-)-茉莉酸甲酯 3''.'',但 ent-1 很难制备。因此,到目前为止,只能通过将2c非对映异构化为4a,”-91,然后将其转化为3,绕道获得手性合成结构单元ent-2b。
10 11 ent-1 would be a welcome chiral auxiliary reagent for the synthesis of enantiomerically pure (-)-jasmonate methyl ester 3''.''via dimethyl (S)-(-)-2-vinyl-I, I-cyclopropanedicarboxylate ent-2b, but ent-1 is difficult to prepare. lZh'Thus, up to now it has only been possible to obtain the chiral synthetic building block ent-2b via a detour by diastereomerization of 2c to 4a,"-91 which is then converted into 3.