Synthesis of dysiherbaine analogue

Muneo Shoji; Kaoru Shiohara; Masato Oikawa; Ryuichi Sakai; Makoto Sasaki

doi:10.1016/j.tetlet.2005.06.093

Synthesis of dysiherbaine analogue

Muneo Shoji, Kaoru Shiohara, Masato Oikawa, Ryuichi Sakai, Makoto Sasaki

LIF - Molecular and Chemical Life Science

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

Synthesis of dysiherbaine analogue 4, which corresponds to 8,9-epi-neodysiherbaine A, is described. The synthesis features a concise route to the bicyclic ether skeleton through stereoselective C-glycosylation to set the C₆ stereocenter and 5-exo ring-closure to form the tetrahydrofuran ring. The results of preliminary biological studies of 4 are also provided.

Original language	English
Pages (from-to)	5559-5562
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	33
DOIs	https://doi.org/10.1016/j.tetlet.2005.06.093
Publication status	Published - 2005 Aug 15

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "Synthesis of dysiherbaine analogue 4, which corresponds to 8,9-epi-neodysiherbaine A, is described. The synthesis features a concise route to the bicyclic ether skeleton through stereoselective C-glycosylation to set the C6 stereocenter and 5-exo ring-closure to form the tetrahydrofuran ring. The results of preliminary biological studies of 4 are also provided.",

author = "Muneo Shoji and Kaoru Shiohara and Masato Oikawa and Ryuichi Sakai and Makoto Sasaki",

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AU - Shoji, Muneo

AU - Shiohara, Kaoru

AU - Oikawa, Masato

AU - Sakai, Ryuichi

AU - Sasaki, Makoto

PY - 2005/8/15

Y1 - 2005/8/15

N2 - Synthesis of dysiherbaine analogue 4, which corresponds to 8,9-epi-neodysiherbaine A, is described. The synthesis features a concise route to the bicyclic ether skeleton through stereoselective C-glycosylation to set the C6 stereocenter and 5-exo ring-closure to form the tetrahydrofuran ring. The results of preliminary biological studies of 4 are also provided.

AB - Synthesis of dysiherbaine analogue 4, which corresponds to 8,9-epi-neodysiherbaine A, is described. The synthesis features a concise route to the bicyclic ether skeleton through stereoselective C-glycosylation to set the C6 stereocenter and 5-exo ring-closure to form the tetrahydrofuran ring. The results of preliminary biological studies of 4 are also provided.

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