The dendrophylliid Dendrophyllia sp. of Palawan contains the indole alkaloids 2′‐demethylaplysinopsin (4) and 2′‐demethyl‐3′‐N‐methylaplysinopsin (6) and their 6‐bromo analogues in H (Z/E) ratio larger than 95:5; these mixtures undergo facile photoisomerization to give mixtures richer in the (E) stereoisomer which undergo thermal isomerization to give back the original mixtures.
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Guella et al. (1989) studied this question.
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