1988
DOI: 10.1016/s0040-4039(00)80500-6
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Aphanorphine, a novel tricyclic alkaloid from the blue-green algaAphanizomenon flos-aquae

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Cited by 72 publications
(63 citation statements)
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“…In our HPLC analysis, a fluorescent peak appeared consistently between the peaks of GTX4 and GTX1. As a matter of fact, some non-PST compounds also gave false fluorescence signals in the post-column reaction system (Gulavita et al, 1988;Onodera et al, 1996;Sato and Shimizu, 1998) and remained under non-oxidizing condition. In our analysis, however, the peak disappeared under the non-oxidizing condition.…”
Section: Discussionmentioning
confidence: 99%
“…In our HPLC analysis, a fluorescent peak appeared consistently between the peaks of GTX4 and GTX1. As a matter of fact, some non-PST compounds also gave false fluorescence signals in the post-column reaction system (Gulavita et al, 1988;Onodera et al, 1996;Sato and Shimizu, 1998) and remained under non-oxidizing condition. In our analysis, however, the peak disappeared under the non-oxidizing condition.…”
Section: Discussionmentioning
confidence: 99%
“…216 The first step of the synthesis involved an indium-mediated stereoselective α-aminoallylation of p-methoxyacetaldehyde with methallyl bromide and (R)-tert-butanesulfinamide in the presence of indium and titanium tetraethoxide. The homoallyl amine derivative was obtained in 92% yield and 93:7 dr.…”
mentioning
confidence: 99%
“…Compounds of type 10 largely incorporate the carbon framework of aphanorphines, which are marine natural compounds that resemble benzomorphane analgesics such as pentazocine. [17] To gain a deeper insight into the mechanism of these transformations, deuterium-labeled alkenes (E)-and (Z)-1 bd 1 were prepared and subjected to the standard reaction conditions (Table 1), thus affording trans-2 b-d 1 and cis-2 b-d 1 , respectively, as single diastereoisomers (Scheme 2). [18] Based on these results, different mechanistic manifolds can be outlined as shown in Scheme 3.…”
mentioning
confidence: 99%