Scope and limitations of absolute configuration determination of allenic natural products using the CCC stretching VCD signal-Reference-Cited by-同舟云学术

Scope and limitations of absolute configuration determination of allenic natural products using the CCC stretching VCD signal

Published:2023 Issue:3 Volume:21 Page:569-574
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Taniguchi Tohru¹^ORCID,Mutmainah ²^ORCID,Takimoto Shu²^ORCID,Suzuki Takahiro³^ORCID,Watanabe Soichiro⁴,Matsuda Fuyuhiko⁵,Umezawa Taiki⁵^ORCID,Monde Kenji¹^ORCID

Affiliation:

1. Frontier Research Center for Advanced Material and Life Science, Faculty of Advanced Life Science, Hokkaido University, North 21 West 11, Sapporo 001-0021, Japan

2. Graduate School of Life Science, Hokkaido University, North 21 West 11, Sapporo 001-0021, Japan

3. Department of Chemistry, Faculty of Science, Hokkaido University, North 10 West 8, Sapporo 060-0810, Japan

4. Graduate School of Chemical Sciences and Engineering, Hokkaido University, North 13 West 8, Sapporo 060-8628, Japan

5. Division of Environmental Materials Science, Graduate School of Environmental Science, Hokkaido University, North 10 West 5, Sapporo 060-0810, Japan

Abstract

VCD spectroscopy was applied to allenic natural products to elucidate their axial chirality. The sign and intensity of CCC antistretching VCD signal were found to be affected by substituents on the allene.

Funder

Hokkaido University

Japan Society for the Promotion of Science

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/OB/D2OB01520J

Reference39 articles.

1. Synthesis and Properties of Allenic Natural Products and Pharmaceuticals

2. Catalytic enantioselective synthesis of axially chiral allenes