Stereochemical Studies. XLIII. Novel Reactivity of Organometallic Reagents to 5,5-Ethylenedioxy-2-methyl-2-phenylcyclohexanone

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概要

• 論文の詳細を見る

• In connection with our studies on asymmetric synthesis of optically active diterpenes and steroids, introduction of a two carbon unit into the carbonyl group of 5,5-ethylenedioxy-2-methyl-2-phenylcyclohexanone (1) was examined using several kinds of organometallic reagents as nucleophiles. Although N, N-dimethyl lithioacetamide (4f) could afford the desired 1,2-addition product (8e), other organometallic reagents (4a-e) simply behaved as bases which cleaved the ketal ring of 1,giving the enol ether (5). Use of 4f-1,4-diazabicyclo [2,2,2] octane complex could further improve the yield of 8e from 26% to 84%.

• 公益社団法人日本薬学会の論文
• 1976-06-25

著者

• 山田 俊一

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 山田 俊一

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 寺島 孜郎

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 寺島 孜郎

  (財)相模中央化学研究所

• 寺島 孜郎

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)sagami Chemical Research Cen

• 曽根 孝範

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 曽根 孝範

  Life-science Institute, Asahi Chemical Industry Co., Ltd.

• 曽根 孝範

  Life-science Institute Asahi Chemical Industry Co. Ltd.

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