Configurations of cycloadducts formed in asymmetric intramolecular Diels-Alder reactions

被引：1

作者：

Breu, J ^{[1
]}

Butz, T ^{[1
]}

Range, KJ ^{[1
]}

Sauer, J ^{[1
]}

机构：

[1] UNIV REGENSBURG,INST ORGAN CHEM,D-93040 REGENSBURG,GERMANY

来源：

ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS | 1997年 / 53卷

关键词：

D O I：

10.1107/S010827019601579X

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Intramolecular cycloaddition reactions of two furfuryl fumarates yield, after crystallization, pure diastereomers of oxabicyclo[2.2.1]heptene derivatives which are versatile starting points for the total synthesis of natural products. The crystal structures of the adducts, menthyl (3aS,6R,7R,7aR)-1,3,3a,6,7,7a-hexahydro-3,3-dimethyl-1-oxo-3a,6- epoxyisobenzofuran-7-carboxylate, C21H30O5, and methyl syn-3-tert-butyl-1,3,3a,6,7,7a-hexahydro-1- oxo-3a,6-epoxyisobenzofuran-7-carboxylat, C14H18O5, establish the configuration at the chiral centers and provide insights into the factors controlling the diastereomeric differentiation.

引用

页码：515 / 517

页数：3

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