Experiments of the synthesis of tetracycline. Part V. Photocyclisation of ring B

Experiments of the synthesis of tetracycline. Part V. Photocyclisation of ring B
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四环素的合成实验。

DOI:
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发表时间:
1971
期刊:
影响因子:
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通讯作者:
G. Smith
G. Smith
中科院分区:
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文献类型:
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作者:
D. Barton;D. Clive;P. Magnus;G. Smith

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4-(2-formylbenzyl)-2phenylnaphtho[1,8-bc]furan-5-one(III;XY=O)的乙缩醛在酸催化光解条件下循环生成12-ethylenedioxy-6α,7,12,12aα-tetrahydro-1-phenylnaphthaceno[1,12-bc]furan-6-one(V;XY=O·CH2·CH2·O)。这种建立线性四环碳骨架的方法已推广到二硫代醛和单硫代缩醛,以及母醛(III;xy=O)本身。
The ethylene acetal of 4-(2-formylbenzyl)-2phenylnaphtho[1,8-bc]furan-5-one (III; XY = O) has been cyclised under acid-catalysed photolytic conditions to 12-ethylenedioxy-6α,7,12,12aα-tetrahydro-1-phenylnaphthaceno[1,12-bc]furan-6-one (V; XY = O·CH2·CH2·O). This method of establishing the linear tetracyclic carbon skeleton has been extended to dithio and monothio-acetals, and to the parent aldehyde (III; XY = O) itself.