Model studies toward the total synthesis of the Lycopodium alkaloid spirolucidine.
[reaction: see text] A strategy for the synthesis of the spirocyclic core of spirolucidine was explored through a model study. The diene 4a was prepared and photolyzed to give the desired [2 + 2] photoadduct 17 containing the correct relative stereochemistry corresponding to spirolucidine.
Comins
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DL
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA. daniel_comins@ncsu.edu
Williams
A L
AL
D000470:Alkaloids / Q000138:chemical synthesis*; D029542:Lycopodiaceae / Q000737:chemistry; D010777:Photochemistry; D011728:Pyridones / Q000737:chemistry; D013141:Spiro Compounds / Q000138:chemical synthesis*
D000470:Alkaloids; D011728:Pyridones; D013141:Spiro Compounds; C438933:spirolucidine