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Letter

A New Strategy for Construction of Eight-Membered Carbocycles by Brook Rearrangement Mediated [6 + 2] Annulation

Supporting Info

Kei Takeda,*^†^‡ Hidekazu Haraguchi,^† and Yasushi Okamoto^‡

Department of Synthetic Organic Chemistry, Graduate School of Medical Sciences, Hiroshima University, 1-2-3 Kasumi, Minami-Ku, Hiroshima 734-8551, Japan, and Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-0139, Japan

Org. Lett., 2003, 5 (20), pp 3705–3707

DOI: 10.1021/ol0353767

Publication Date (Web): September 3, 2003

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

†

Hiroshima University.

‡

Toyama Medical and Pharmaceutical University.

, takedak@hiroshima-u.ac.jp

Abstract

A newly developed strategy for construction of eight-membered carbocycles via [6 + 2] annulation that involves the combination of β-alkenoyl acylsilanes and a vinyllithium derivative is described. A unique feature of this annulative approach is that it enables in one operation and a stereoselective manner construction of eight-membered ring systems containing useful functionalities for further synthetic elaboration from readily available six- and two-carbon components.

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