抄録
Novel spirocyclization based on intramolecular 1,4-addition and its asymmetric version have been developed using a combination of Lewis acid and 1,2-diol. Treatment of five- and six-membered α,β-unsaturated cyclic ketones having a 4-oxopentyl group at the β-position with Lewis acid and ethylene glycol gave spiro[4.5]decane-2,7-dione and spiro[5.5]undecane-2,8- done, respectively. The asymmetric version of this reaction has been developed by using optically active 1,2-diol such as cyclohexane-1,2-diol to afford the spirocyclic products of up to 85% e.e.
| 元の言語 | 英語 |
|---|---|
| ページ（範囲） | 15555-15566 |
| ページ数 | 12 |
| ジャーナル | Tetrahedron |
| 巻 | 54 |
| 発行部数 | 51 |
| DOI | |
| 出版物ステータス | 出版済み - 12 17 1998 |
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All Science Journal Classification (ASJC) codes
- Biochemistry
- Drug Discovery
- Organic Chemistry
これを引用
Asymmetric spirocyclization : A new type of acid-catalyzed intramolecular 1,4-addition to form carba-spirocyclic compounds. / Yamada, Satoshi; Karasawa, Satoru; Takahashi, Youichi; Aso, Mariko; Suemune, Hiroshi.
：: Tetrahedron, 巻 54, 番号 51, 17.12.1998, p. 15555-15566.研究成果: ジャーナルへの寄稿 › 記事
}
TY - JOUR
T1 - Asymmetric spirocyclization
T2 - A new type of acid-catalyzed intramolecular 1,4-addition to form carba-spirocyclic compounds
AU - Yamada, Satoshi
AU - Karasawa, Satoru
AU - Takahashi, Youichi
AU - Aso, Mariko
AU - Suemune, Hiroshi
PY - 1998/12/17
Y1 - 1998/12/17
N2 - Novel spirocyclization based on intramolecular 1,4-addition and its asymmetric version have been developed using a combination of Lewis acid and 1,2-diol. Treatment of five- and six-membered α,β-unsaturated cyclic ketones having a 4-oxopentyl group at the β-position with Lewis acid and ethylene glycol gave spiro[4.5]decane-2,7-dione and spiro[5.5]undecane-2,8- done, respectively. The asymmetric version of this reaction has been developed by using optically active 1,2-diol such as cyclohexane-1,2-diol to afford the spirocyclic products of up to 85% e.e.
AB - Novel spirocyclization based on intramolecular 1,4-addition and its asymmetric version have been developed using a combination of Lewis acid and 1,2-diol. Treatment of five- and six-membered α,β-unsaturated cyclic ketones having a 4-oxopentyl group at the β-position with Lewis acid and ethylene glycol gave spiro[4.5]decane-2,7-dione and spiro[5.5]undecane-2,8- done, respectively. The asymmetric version of this reaction has been developed by using optically active 1,2-diol such as cyclohexane-1,2-diol to afford the spirocyclic products of up to 85% e.e.
UR - http://www.scopus.com/inward/record.url?scp=0032542152&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0032542152&partnerID=8YFLogxK
U2 - 10.1016/S0040-4020(98)01009-6
DO - 10.1016/S0040-4020(98)01009-6
M3 - Article
VL - 54
SP - 15555
EP - 15566
JO - Tetrahedron
JF - Tetrahedron
SN - 0040-4020
IS - 51
ER -