Synthesis of polycyclic cyclobutane derivatives by tandem intramolecular Michael-aldol reaction under two complementary conditions: TBDMSOTf-Et3N and TMSI-( …

M Ihara, T Taniguchi, K Makita, M Takano…

Index: Ihara, Masataka; Taniguchi, Takahiko; Makita, Kei; Takano, Michiko; Ohnishi, Masaru; Taniguchi, Nobuaki; Fukumoto, Keiichiro; Kabuto, Chizuko Journal of the American Chemical Society, 1993 , vol. 115, # 18 p. 8107 - 8115

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Citation Number: 63

Abstract

Abstract: The treatment of a,@-unsaturated esters having a ketone function at an appropriate position with either TBDMSOTf in the presence of Et3N or TMSI in the presence of (TMS) 2NH provided, via a tandem intramolecular Michael-aldol reaction sequence, several different types of cyclobutane derivatives. The two reaction conditions were complementary. Tricycl0 [4.2. 1.0~~~] nonane~ 34 and 55, tricyclo [5. 1.1. 04* 8] nonane 40, tricycl0 [5.4. ...

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