A stereoselective total synthesis of Δ<sup>9</sup>-progesterone via an intramolecular cycloaddition reaction期刊界 All Journals 搜尽天下杂志传播学术成果专业期刊搜索期刊信息化学术搜索

A stereoselective total synthesis of Δ⁹-progesterone via an intramolecular cycloaddition reaction

Authors:	Hideo Nemoto Mitsuo Nagai Keiichiro Fukumoto Tetsuji Kametani

Affiliation:	1. Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan;2. Institute of Medicinal Chemistry, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142, Japan

Abstract:	A stereoselective total synthesis of 19-nor-Δ⁹⁽¹⁰⁾-progesterone (14) was achieved through des-A B-aromatic steroid (3) which was obtained by an intramolecular cycloaddition of the $o$ -quinodimethane generated $in situ$ from the thermolysis of 3-isopropenyl-5-(4-metho-xybenzocyclobutenyl)pentan-2-one-2-ethylene ketal (2), and the compound (14) thus obtained was further converted into Δ⁹-progesterone (18).

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