Title of article
Nazarov Cyclization of 4-Cycloalkylidene-5-(trimethylsilyl)pent-1-en-3-one Derivatives. Synthesis of Spiro[4.5]decane, Spiro[4.4]nonane, and Their Derivatives
Author/Authors
Chiaki Kuroda، نويسنده , , Hiroyuki Koshio، نويسنده , , Akira Koito، نويسنده , , Hiroshi Sumiya، نويسنده , , Atsushi Murase، نويسنده , , Yukari Hirono، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2000
Pages
15
From page
6441
To page
6455
Abstract
Spiro[4.5]decane and spiro[4.4]nonane ring systems were synthesized by FeCl3-induced Nazarov cyclization of α-(trimethylsilylmethyl)divinyl ketone derivatives. It was found that the double bond position of the product is controlled by the presence/absence of α′-substituent, while trimethylsilyl group is essential to obtain the products in good yields. Spiro[4.4]nonanes having exo-methylene group underwent rearrangement to bicyclo[4.3.0]nonanes.
Keywords
rearrangements , silicon and compounds , Nazarov reactions , Spiro compounds
Journal title
Tetrahedron
Serial Year
2000
Journal title
Tetrahedron
Record number
1081140
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