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.
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页码:2577 / 2582
页数:6
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