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Synthesis of New Terpene Skeletons by Chemical Cyclization of Epoxy Olefins
Author(s) -
Mori Kenji,
Aki Shinji,
Kido Masaru
Publication year - 1994
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199419940402
Subject(s) - chemistry , epoxy , derivative (finance) , terpene , tin , indene , chloride , olefin fiber , catalysis , organic chemistry , epoxide , titanium , financial economics , economics
Abstract Tin(IV) chloride catalyzed cyclization of the epoxy olefin (±)‐ 7 gave the octahydroazulene derivative (±)‐ 9 , the structure of which was solved by X‐ray analysis of its derivative (±)‐ 11 . Titanium(IV) chloride catalyzed cyclization of the epoxy triene (±)‐ 18 yielded the hydrobenz[ e ]indene derivative (±)‐ 19 as a mixture of stereoisomers. The structure of (±)‐ 19 was solved by X‐ray analyses of its derivatives (±)‐ 20 and (±)‐ 21 .