Total synthesis of polygalolide A

Masaatsu Adachi; Hitomi Yamada; Minoru Isobe; Toshio Nishikawa

doi:10.1021/ol2028256

Total synthesis of polygalolide A

Masaatsu Adachi, Hitomi Yamada, Minoru Isobe, Toshio Nishikawa

PHA - Molecular Pharmaceutical Science

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

10 Citations (Scopus)

Abstract

The total synthesis of polygalolide A was accomplished through intramolecular C-glycosylation of glucal modified with siloxyfuran. The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers.

Original language	English
Pages (from-to)	6532-6535
Number of pages	4
Journal	Organic Letters
Volume	13
Issue number	24
DOIs	https://doi.org/10.1021/ol2028256
Publication status	Published - 2011 Dec 16

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10.1021/ol2028256

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title = "Total synthesis of polygalolide A",

abstract = "The total synthesis of polygalolide A was accomplished through intramolecular C-glycosylation of glucal modified with siloxyfuran. The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers.",

author = "Masaatsu Adachi and Hitomi Yamada and Minoru Isobe and Toshio Nishikawa",

year = "2011",

month = dec,

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doi = "10.1021/ol2028256",

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T1 - Total synthesis of polygalolide A

AU - Adachi, Masaatsu

AU - Yamada, Hitomi

AU - Isobe, Minoru

AU - Nishikawa, Toshio

PY - 2011/12/16

Y1 - 2011/12/16

N2 - The total synthesis of polygalolide A was accomplished through intramolecular C-glycosylation of glucal modified with siloxyfuran. The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers.

AB - The total synthesis of polygalolide A was accomplished through intramolecular C-glycosylation of glucal modified with siloxyfuran. The siloxyfuran group and siloxy substituent at the C-3 position played crucial roles in allowing direct access to the highly substituted oxabicyclo[3.2.1] core skeleton with correct quaternary stereogenic centers.

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DO - 10.1021/ol2028256

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JO - Organic Letters

JF - Organic Letters

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ER -

Total synthesis of polygalolide A

Abstract

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