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The First Total Synthesis of Preverecynarmin
Author(s) -
Lan Jiong,
Liu Zuosheng,
Li Yulin,
Cen Wen,
Xing Yacheng
Publication year - 1999
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199900129
Subject(s) - chemistry , total synthesis , stereochemistry
Preverecynarmin, isolated from a pennatulacean coral, has been synthesized from E,E ‐farnesol. The key steps are alkylation of the cyanohydrin trimethylsilyl ether 5 with the halide 6 , the regioselective epoxidation of the siloxyl ether 9 , and the intramolecular macrocyclization of the siloxyl ether 12 induced by Ti(0).