Formal [4+2] Cycloaddition of di-tert-Butyl 2-Ethoxycyclobutane-1,1-dicarboxylate with Ketones or Aldehydes and Tandem Lactonization

Formal [4+2] Cycloaddition of di-tert-Butyl 2-Ethoxycyclobutane-1,1-dicarboxylate with Ketones or Aldehydes and Tandem Lactonization

フォーマット:

論文

責任表示:

Okado, Ryohei ; Nowaki, Aya ; Matsuo, Jun-ichi ; Ishibashi, Hiroyuki

言語:

英語

出版情報:

The Pharmaceutical Society of Japan = 日本薬学会, 2012-01-01

著者名:

掲載情報:

Chemical and Pharmaceutical Bulletin

ISSN:

0009-2363

巻:

60

通号:

1

開始ページ:

21

終了ページ:

22

バージョン:

publisher

概要:

A catalytic amount of tin(IV) chloride catalyzed formal [4+2] cycloaddition reaction of di-tert-butyl 2-ethoxycyclobutane-1,1-carboxylate with ketones or aldehydes to give diethyl 6-ethoxydihydro-2H-pyran-3,3(4H)-dicarboxylates, whereas two equivalents of trimethylsilyl triflate promoted tandem [4+2] cycloaddition and lactonization to afford 3-oxo-2,6-dioxabicyclo[2.2.2]octane-4-carboxylate esters.

URL:

http://hdl.handle.net/2297/30314

タイトル・著者・出版者が同じ資料

詳細

主題:	[4+2] cycloaddition; donor-acceptor cyclobutane; tandem lactonization
受理日:	2012-01-01

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2 論文 Formal [4+2] cycloaddition of cyclobutanones bearing alkyne-cobalt complex at their 3-positions Kawano, Mizuki, Kiuchi, Takaaki, Matsuo, Jun-ichi, Ishibashi, Hiroyuki Elsevier	8 論文 A practical synthesis of enantiopure N-carbobenzyloxy-N′-phthaloyl-cis-1,2-cyclohexanediamine by asymmetric reductive amination and the Curtius rearrangement Matsuo, Jun-ichi, Okano, Masahiko, Takeuchi, Kosuke, Tanaka, Hiroyuki, Ishibashi, Hiroyuki Elsevier
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5 論文 One-pot carbon-carbon bond formation at the b-position of cyclic ketones: oxidative Michael addition with alkyl malonates Matsuo, Jun-ichi, Kawai, Hiroki, Ishibashi, Hiroyuki Elsevier	11 論文 One-pot oxidative carbon-carbon bond formation of 3-benzylic and 3-allylic indoles with carbon nucleophiles Matsuo, Jun-ichi, Tanaki, Yumi, Ishibashi, Hiroyuki Elsevier
6 論文 Indium(III) triflate-catalyzed reaction of 2-carbomethoxycyclobutanone with nitrones Matsuo, Jun-ichi, Okuno, Ryosuke, Ishibashi, Hiroyuki Elsevier	12 論文 Stereoselective synthesis of cis and trans-fused 3a-aryloctahydroindoles using cyclization of N-vinylic α-(methylthio)acetamides: synthesis of (-)-mesembrane Saito, Miho, Matsuo, Jun-ichi, Ishibashi, Hiroyuki Elsevier