Lactonic biphenyl alkaloid stereochemistry

C. General Features of the Stereochemistry of Lactonic Biphenyl Alkaloids. .. 273... 

Degradation of decodine derived from [3-14C]phenylalanine showed that 58% of the label was located at C-13 and 33% at C-l. Thus, there is a close correspondence of the origins of the two lactonic biphenyl alkaloids of different stereochemistry at C-5 and with different oxygenation patterns. 

An X-ray study of vertaline hydrobromide established the structure and absolute stereochemistry of vertaline as shown in 51 (32, 43). The relative stereochemistry at C-l and C-3 in all alkaloids in the group is the same as in the biphenyl alkaloids for example, the biphenyl ether and lactone group are linked to the quinolizidine ring in axial and equatorial configurations, respectively. 

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See also in sourсe #XX -- [ , ]

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