期刊
ORGANIC LETTERS
卷 21, 期 23, 页码 9442-9445出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b03654
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资金
- DFG [DI1536/7-1]
As a member of a large phylogenetic Glade of enzymes in Micromonospora, a terpene synthase from M. marina is functionally characterized to produce micromonocyclol. This diterpene alcohol features a rare 15-membered ring, which prevented elucidation of the only stereocenter by labeling experiments. This problem was addressed by chemical transformation into bicyclic brominated derivatives, whose rigidified skeletons allowed for a stereochemical assignment. Using this strategy, a complete stereochemical model of the cyclization mechanism was also elaborated.
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