Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Precise and stereocontrolled synthesis of the key mother spiroketal

Xue Zhi Zhao; Lei Peng; Meng Tang; Yong Qiang Tu; Shuan Hu Gao

doi:10.1016/j.tetlet.2005.07.167

Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Precise and stereocontrolled synthesis of the key mother spiroketal

Xue Zhi Zhao
, Lei Peng
, Meng Tang
, Yong Qiang Tu^*
, Shuan Hu Gao

^*Corresponding author for this work

Lanzhou University

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

18 Scopus citations

Abstract

The precise and stereocontrolled synthesis of the C₉-C ₂₃ portion, the key mother spiroketal of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps starting from (R)-pulegone as the chiral template. This approach involved the distereoselective construction of eight chiral centers by intramolecular chiral inducement and the coupling of two fragments by Julia reaction.

Original language	English
Pages (from-to)	6941-6944
Number of pages	4
Journal	Tetrahedron Letters
Volume	46
Issue number	40
DOIs	https://doi.org/10.1016/j.tetlet.2005.07.167
State	Published - 3 Oct 2005
Externally published	Yes

Keywords

HIV-1 protease
Intramolecular chiral inducement
Julia reaction
Key mother spiroketal

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.tetlet.2005.07.167

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title = "Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Precise and stereocontrolled synthesis of the key mother spiroketal",

abstract = "The precise and stereocontrolled synthesis of the C9-C 23 portion, the key mother spiroketal of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps starting from (R)-pulegone as the chiral template. This approach involved the distereoselective construction of eight chiral centers by intramolecular chiral inducement and the coupling of two fragments by Julia reaction.",

keywords = "HIV-1 protease, Intramolecular chiral inducement, Julia reaction, Key mother spiroketal",

author = "Zhao, \{Xue Zhi\} and Lei Peng and Meng Tang and Tu, \{Yong Qiang\} and Gao, \{Shuan Hu\}",

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T2 - Precise and stereocontrolled synthesis of the key mother spiroketal

AU - Zhao, Xue Zhi

AU - Peng, Lei

AU - Tang, Meng

AU - Tu, Yong Qiang

AU - Gao, Shuan Hu

PY - 2005/10/3

Y1 - 2005/10/3

N2 - The precise and stereocontrolled synthesis of the C9-C 23 portion, the key mother spiroketal of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps starting from (R)-pulegone as the chiral template. This approach involved the distereoselective construction of eight chiral centers by intramolecular chiral inducement and the coupling of two fragments by Julia reaction.

AB - The precise and stereocontrolled synthesis of the C9-C 23 portion, the key mother spiroketal of the HIV-1 protease inhibitive didemnaketals from the ascidian Didemnum sp., has been carried out through multisteps starting from (R)-pulegone as the chiral template. This approach involved the distereoselective construction of eight chiral centers by intramolecular chiral inducement and the coupling of two fragments by Julia reaction.

KW - HIV-1 protease

KW - Intramolecular chiral inducement

KW - Julia reaction

KW - Key mother spiroketal

UR - https://www.scopus.com/pages/publications/27744496575

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DO - 10.1016/j.tetlet.2005.07.167

M3 - 文章

AN - SCOPUS:27744496575

SN - 0040-4039

VL - 46

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 40

ER -

Synthetic studies of the HIV-1 protease inhibitive didemnaketals: Precise and stereocontrolled synthesis of the key mother spiroketal

Abstract

Keywords

UN SDGs

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