[3, 3]Sigmatropic Ring Expansion of Cyclic Thionocarbonates. VI. Regioselective Wohl-Ziegler Bromination of 10-Membered Thiolcarbonates

Shinya HARUSAWA; Hirofumi OHISHI; Hirotaka OSAKI; Sachiko TOMII; Ryuji YONEDA; Takushi KURIHARA

doi:10.1248/cpb.40.2185

Shinya HARUSAWA, Hirofumi OHISHI, Hirotaka OSAKI, Sachiko TOMII, Ryuji YONEDA, Takushi KURIHARA

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Keywords: [3, 3]sigmatropic ring expansion, 10-membered thiolcarbonate, Wohl-Ziegler bromination, cyclic thionocarbonate, sodium bis(trimethylsilyl)amide, X-ray analysis

JOURNAL FREE ACCESS

1992 Volume 40 Issue 8 Pages 2185-2187

DOI https://doi.org/10.1248/cpb.40.2185

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Abstract

Wohl-Ziegler bromination of 10-membered thiolcarbonates (3) gave regioselectively 7-bromocyclic thiolcarbonates (4). The structure of 4a was unambiguously established by an X-ray crystallographic analysis.

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