A novel synthesis of 1-isochromanols via hetero diels-alder reaction of carbonyl compounds with 1-trimethylsilyloxybenzocyclobutene as a precursor of α-oxy-o-quinodimethane under mild condition

Article abstract of DOI:10.1080/00397919608003573

Reaction of 1-trimethylsilyloxybenzocyclobutene(1) with carbonyl compounds catalyzed by tris(dimethylamino)sulfur (trimethylsilyl)difluoride (TASF) at room temperature gave 1-isochromanol derivatives as corresponding hetero Diels- Alder adducts in good yields.

Full text of DOI:10.1080/00397919608003573

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Synthetic Communications: An
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Organic Chemistry
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A Novel Synthesis of 1-
Isochromanols via Hetero
Diels-Alder Reaction of
Carbonyl Compounds
with 1-Trimethylsilyloxy-
benzocyclobutene as a
Precursor of α-Oxy-o-
Quinodimethane Under Mild
Condition
Keisuke Chino a , Toshikazu Takata a b & Takeshi Endo
a
a Research Laboratory of Resources Utilization,
Tokyo Institute of Technology , Nagatsuta-cho 4259,
Midoriku, Yokohama, 226, Japan
b Department of Applied Chemistry , College of
Engineering, Osaka Prefecture University , Sakai,
Osaka, 593, Japan
Published online: 21 Aug 2006.
To cite this article: Keisuke Chino , Toshikazu Takata & Takeshi Endo (1996) A
Novel Synthesis of 1-Isochromanols via Hetero Diels-Alder Reaction of Carbonyl
Compounds with 1-Trimethylsilyloxy-benzocyclobutene as a Precursor of α-Oxy-o-
Quinodimethane Under Mild Condition, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 26:11, 2145-2154,
DOI: 10.1080/00397919608003573

To link to this article: http://dx.doi.org/10.1080/00397919608003573
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