Stereoselective synthesis of the LM ring moiety of ciguatoxin: Reagent control of asymmetric dihydroxylation

Tohru Oishi; Mitsuru Shoji; Naomi Kumahara; Masahiro Hirama

doi:10.1246/cl.1997.845

Stereoselective synthesis of the LM ring moiety of ciguatoxin: Reagent control of asymmetric dihydroxylation

Tohru Oishi, Mitsuru Shoji, Naomi Kumahara, Masahiro Hirama

School of Pharmaceutical Sciences

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

37 Citations (Scopus)

Abstract

Stereoselective synthesis of the LM ring moiety of ciguatoxin was achieved from (R)-(E)-1-benzyloxy-2-hydroxy-3-pentene via Ireland-Claisen rearrangement, iodolactonization, and reagent-controlled asymmetric dihydroxylation.

Original language	English
Pages (from-to)	845-846
Number of pages	2
Journal	Chemistry Letters
Issue number	9
DOIs	https://doi.org/10.1246/cl.1997.845
Publication status	Published - 1997 Jan 1

ASJC Scopus subject areas

Chemistry(all)

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10.1246/cl.1997.845

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title = "Stereoselective synthesis of the LM ring moiety of ciguatoxin: Reagent control of asymmetric dihydroxylation",

abstract = "Stereoselective synthesis of the LM ring moiety of ciguatoxin was achieved from (R)-(E)-1-benzyloxy-2-hydroxy-3-pentene via Ireland-Claisen rearrangement, iodolactonization, and reagent-controlled asymmetric dihydroxylation.",

author = "Tohru Oishi and Mitsuru Shoji and Naomi Kumahara and Masahiro Hirama",

year = "1997",

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doi = "10.1246/cl.1997.845",

language = "English",

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journal = "Chemistry Letters",

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publisher = "Chemical Society of Japan",

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T2 - Reagent control of asymmetric dihydroxylation

AU - Oishi, Tohru

AU - Shoji, Mitsuru

AU - Kumahara, Naomi

AU - Hirama, Masahiro

PY - 1997/1/1

Y1 - 1997/1/1

N2 - Stereoselective synthesis of the LM ring moiety of ciguatoxin was achieved from (R)-(E)-1-benzyloxy-2-hydroxy-3-pentene via Ireland-Claisen rearrangement, iodolactonization, and reagent-controlled asymmetric dihydroxylation.

AB - Stereoselective synthesis of the LM ring moiety of ciguatoxin was achieved from (R)-(E)-1-benzyloxy-2-hydroxy-3-pentene via Ireland-Claisen rearrangement, iodolactonization, and reagent-controlled asymmetric dihydroxylation.

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DO - 10.1246/cl.1997.845

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JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

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ER -

Stereoselective synthesis of the LM ring moiety of ciguatoxin: Reagent control of asymmetric dihydroxylation

Abstract

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