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Communication | Regular issue | Vol 91, No. 6, 2015, pp.1157-1163
Published online, 27th April, 2015
DOI: 10.3987/COM-15-13208
Synthesis of 1,5-Dioxaspiro[3.4]octane through Bromocation-Induced Cascade Cyclization

Atsuo Nakazaki, Yoshiki Nakane, Yuki Ishikawa, and Toshio Nishikawa*

*Laboratory of Organic Chemistry, Graduate School of Bioagricultural Sciences, Nagoya University, Furo-cho, Chikusa, Nagoya, Aichi 464-8601, Japan

Abstract

A new approach to the synthesis of 1,5-dioxaspiro[3.4]octane, spiro-oxetane having acetal moiety, via the bromocation-induced cyclization is described. This reaction underwent to furnish spiro-oxetane in one-pot manner with a high degree of diastereoselectivity.