Stereochemistry of the S N, cyclization in the biosynthesis of ent-sandarocopimaradiene with enzyme extracts from seedlings of Ricinus communis L.

Abstract
Incubation of (S)-[1-2H1]geranylgeranyl pyrophosphate (1b) with an enzyme extract from castor bean (Ricinus communis L.) seedlings produced (E)-[16-2H1]-ent-sandarocopimaradiene (3b); thus, the SN′ cyclization of the intermediate copalyl pyrophosphate (2b) occurs with anti-stereochemistry.
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