A novel base-promoted rearrangement of eudesmanolide sesquiterpenoid to the salvialane sesquiterpene

Wu Jong Xia; Yong Qiang Tu; De Run Li

doi:10.1081/SCC-100104076

A novel base-promoted rearrangement of eudesmanolide sesquiterpenoid to the salvialane sesquiterpene

Wu Jong Xia
, Yong Qiang Tu^*
, De Run Li

^*Corresponding author for this work

Lanzhou University

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

7 Scopus citations

Abstract

An eudesmanolide sesquiterpene epoxide has been transformed to an α-hydroxy ketone with the salviane sesquiterpene skeleton through a novel carbon-carbon rearrangement promoted by excess of NaOMe in Et₂O at room temperature which accomplished the first synthesis of the salviane kind of sesquiterpene skeleton. A possible reaction mechanism is also discussed.

Original language	English
Pages (from-to)	1613-1617
Number of pages	5
Journal	Synthetic Communications
Volume	31
Issue number	10
DOIs	https://doi.org/10.1081/SCC-100104076
State	Published - 2001
Externally published	Yes

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title = "A novel base-promoted rearrangement of eudesmanolide sesquiterpenoid to the salvialane sesquiterpene",

abstract = "An eudesmanolide sesquiterpene epoxide has been transformed to an α-hydroxy ketone with the salviane sesquiterpene skeleton through a novel carbon-carbon rearrangement promoted by excess of NaOMe in Et2O at room temperature which accomplished the first synthesis of the salviane kind of sesquiterpene skeleton. A possible reaction mechanism is also discussed.",

author = "Xia, \{Wu Jong\} and Tu, \{Yong Qiang\} and Li, \{De Run\}",

year = "2001",

doi = "10.1081/SCC-100104076",

language = "英语",

volume = "31",

pages = "1613--1617",

journal = "Synthetic Communications",

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T1 - A novel base-promoted rearrangement of eudesmanolide sesquiterpenoid to the salvialane sesquiterpene

AU - Xia, Wu Jong

AU - Tu, Yong Qiang

AU - Li, De Run

PY - 2001

Y1 - 2001

N2 - An eudesmanolide sesquiterpene epoxide has been transformed to an α-hydroxy ketone with the salviane sesquiterpene skeleton through a novel carbon-carbon rearrangement promoted by excess of NaOMe in Et2O at room temperature which accomplished the first synthesis of the salviane kind of sesquiterpene skeleton. A possible reaction mechanism is also discussed.

AB - An eudesmanolide sesquiterpene epoxide has been transformed to an α-hydroxy ketone with the salviane sesquiterpene skeleton through a novel carbon-carbon rearrangement promoted by excess of NaOMe in Et2O at room temperature which accomplished the first synthesis of the salviane kind of sesquiterpene skeleton. A possible reaction mechanism is also discussed.

UR - https://www.scopus.com/pages/publications/0034933492

U2 - 10.1081/SCC-100104076

DO - 10.1081/SCC-100104076

M3 - 文章

AN - SCOPUS:0034933492

SN - 0039-7911

VL - 31

SP - 1613

EP - 1617

JO - Synthetic Communications

JF - Synthetic Communications

IS - 10

ER -

A novel base-promoted rearrangement of eudesmanolide sesquiterpenoid to the salvialane sesquiterpene

Abstract

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