PRESSURE-INDUCED DIASTEREOSELECTIVITY IN PHOTOCHEMICAL [2 + 2] CYCLOADDITION REACTIONS

被引：13

作者：

BUBACK, M ^{[1
]}

BUNGER, J ^{[1
]}

TIETZE, LF ^{[1
]}

机构：

[1] UNIV GOTTINGEN,INST ORGAN CHEM,W-3400 GOTTINGEN,GERMANY

来源：

CHEMISCHE BERICHTE-RECUEIL | 1992年 / 125卷 / 11期

关键词：

HIGH-PRESSURE REACTIONS; 2 + 2] PHOTOCYCLOADDITION REACTIONS; DIASTEREOSELECTIVITY; CYCLOPENTENONES; CYCLOPENTENES;

D O I：

10.1002/cber.19921251132

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Photochemical [2 + 2] cycloaddition reactions under high pressure of cyclopentenone 1 a or cyclohexenone 15, as well as of 1 a or 3-substituted cyclopentenones 1 b - d with cyclopentene (2), and of 1b with 3,3-dimethyl-1-butene (18) are described. Whereas the pressure dependence on the regioselectivity in the photoaddition of 1 a and 15 is very small, DELTADELTAV * values up to 2.0 +/- 0.3 cm3 . mol-1 have been found for the diastereoselectivity in the reactions of 1 a - d with 2 and of 1 b with 18.

引用

页码：2577 / 2582

页数：6

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