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Generation of a Low‐Valent Titanium Species from Titanatrane and its Catalytic Reactions: Radical Ring Opening of Oxetanes
Author(s) -
Takekoshi Naoto,
Miyashita Kenji,
Shoji Noriaki,
Okamoto Sentaro
Publication year - 2013
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201300368
Subject(s) - chemistry , tetrahydrofuran , allylic rearrangement , titanium , catalysis , trimethylsilyl , reagent , magnesium , ring (chemistry) , radical cyclization , trimethylsilyl chloride , chloride , organic chemistry , medicinal chemistry , polymer chemistry , solvent
Treatment of a titanatrane complex with trimethylsilyl chloride and magnesium powder in tetrahydrofuran generated a low‐valent titanium species. This species catalyzed the radical ring opening of epoxides and oxetanes to produce the corresponding less substituted alcohols. The reagent also catalyzed the deallylation and depropargylation of allylic and propargylic ethers, respectively, to provide the parent alcohols.