A novel rearrangement of eudesmanolide enol ester epoxide: Facile 1-step construction of the salvialane sesquiterpene skeleton

Wu Jiong Xia; De Run Li; Lei Shi; Yong Qiang Tu

doi:10.1016/S0957-4166(01)00255-5

A novel rearrangement of eudesmanolide enol ester epoxide: Facile 1-step construction of the salvialane sesquiterpene skeleton

Wu Jiong Xia
, De Run Li
, Lei Shi
, Yong Qiang Tu^*

^*Corresponding author for this work

Lanzhou University

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

11 Scopus citations

Abstract

A novel carbon-carbon rearrangement for the eudesmanolide sesquiterpene enol ester epoxide in the presence of a catalytic amount of Lewis acids (3-10 mol%) or an excess of NaOMe is disclosed. This reaction was developed to give a facile, one-step procedure for the construction of naturally occurring and bioactive salvialane sesquiterpenes. The reaction conditions were investigated extensively and a possible reaction mechanism is also discussed.

Original language	English
Pages (from-to)	1459-1462
Number of pages	4
Journal	Tetrahedron Asymmetry
Volume	12
Issue number	10
DOIs	https://doi.org/10.1016/S0957-4166(01)00255-5
State	Published - 22 Jun 2001
Externally published	Yes

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10.1016/S0957-4166(01)00255-5

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title = "A novel rearrangement of eudesmanolide enol ester epoxide: Facile 1-step construction of the salvialane sesquiterpene skeleton",

abstract = "A novel carbon-carbon rearrangement for the eudesmanolide sesquiterpene enol ester epoxide in the presence of a catalytic amount of Lewis acids (3-10 mol\%) or an excess of NaOMe is disclosed. This reaction was developed to give a facile, one-step procedure for the construction of naturally occurring and bioactive salvialane sesquiterpenes. The reaction conditions were investigated extensively and a possible reaction mechanism is also discussed.",

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year = "2001",

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T1 - A novel rearrangement of eudesmanolide enol ester epoxide

T2 - Facile 1-step construction of the salvialane sesquiterpene skeleton

AU - Xia, Wu Jiong

AU - Li, De Run

AU - Shi, Lei

AU - Tu, Yong Qiang

PY - 2001/6/22

Y1 - 2001/6/22

N2 - A novel carbon-carbon rearrangement for the eudesmanolide sesquiterpene enol ester epoxide in the presence of a catalytic amount of Lewis acids (3-10 mol%) or an excess of NaOMe is disclosed. This reaction was developed to give a facile, one-step procedure for the construction of naturally occurring and bioactive salvialane sesquiterpenes. The reaction conditions were investigated extensively and a possible reaction mechanism is also discussed.

AB - A novel carbon-carbon rearrangement for the eudesmanolide sesquiterpene enol ester epoxide in the presence of a catalytic amount of Lewis acids (3-10 mol%) or an excess of NaOMe is disclosed. This reaction was developed to give a facile, one-step procedure for the construction of naturally occurring and bioactive salvialane sesquiterpenes. The reaction conditions were investigated extensively and a possible reaction mechanism is also discussed.

UR - https://www.scopus.com/pages/publications/0000699387

U2 - 10.1016/S0957-4166(01)00255-5

DO - 10.1016/S0957-4166(01)00255-5

M3 - 文章

AN - SCOPUS:0000699387

SN - 0957-4166

VL - 12

SP - 1459

EP - 1462

JO - Tetrahedron Asymmetry

JF - Tetrahedron Asymmetry

IS - 10

ER -

A novel rearrangement of eudesmanolide enol ester epoxide: Facile 1-step construction of the salvialane sesquiterpene skeleton

Abstract

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