Chiral Rh- and Ir-catalyzed intramolecular cycloaddition of hexaynes for the construction of new chiral skeletons

Takanori Shibata; Tatsuya Chiba; Hiroyuki Hirashima; Yasunori Ueno; Kohei Endo

doi:10.1002/hc.20691

Chiral Rh- and Ir-catalyzed intramolecular cycloaddition of hexaynes for the construction of new chiral skeletons

Takanori Shibata^*, Tatsuya Chiba, Hiroyuki Hirashima, Yasunori Ueno, Kohei Endo

^*Corresponding author for this work

School of Advanced Science and Engineering

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

27 Citations (Scopus)

Abstract

Enantioselective intramolecular cycloaddition of hexaynes with 1,3-diyne moiety was examined. Chiral Rh catalyst provided axially chiral 1,1′ -bis(biphenylenyl) derivatives by consecutive [2+2+2] cycloaddition. In contrast, chiral Ir catalyst provided axially chiral macrocyclic compounds with 1,3-diyne moiety by single [2+2+2] cycloaddition.

Original language	English
Pages (from-to)	363-370
Number of pages	8
Journal	Heteroatom Chemistry
Volume	22
Issue number	3-4
DOIs	https://doi.org/10.1002/hc.20691
Publication status	Published - 2011

ASJC Scopus subject areas

Chemistry(all)

Access to Document

10.1002/hc.20691

Cite this

@article{7d34e3822c104372a62e7fc400c738e3,

title = "Chiral Rh- and Ir-catalyzed intramolecular cycloaddition of hexaynes for the construction of new chiral skeletons",

abstract = "Enantioselective intramolecular cycloaddition of hexaynes with 1,3-diyne moiety was examined. Chiral Rh catalyst provided axially chiral 1,1′ -bis(biphenylenyl) derivatives by consecutive [2+2+2] cycloaddition. In contrast, chiral Ir catalyst provided axially chiral macrocyclic compounds with 1,3-diyne moiety by single [2+2+2] cycloaddition.",

author = "Takanori Shibata and Tatsuya Chiba and Hiroyuki Hirashima and Yasunori Ueno and Kohei Endo",

year = "2011",

doi = "10.1002/hc.20691",

language = "English",

volume = "22",

pages = "363--370",

journal = "Heteroatom Chemistry",

issn = "1042-7163",

publisher = "Wiley-Blackwell",

number = "3-4",

}

TY - JOUR

T1 - Chiral Rh- and Ir-catalyzed intramolecular cycloaddition of hexaynes for the construction of new chiral skeletons

AU - Shibata, Takanori

AU - Chiba, Tatsuya

AU - Hirashima, Hiroyuki

AU - Ueno, Yasunori

AU - Endo, Kohei

PY - 2011

Y1 - 2011

N2 - Enantioselective intramolecular cycloaddition of hexaynes with 1,3-diyne moiety was examined. Chiral Rh catalyst provided axially chiral 1,1′ -bis(biphenylenyl) derivatives by consecutive [2+2+2] cycloaddition. In contrast, chiral Ir catalyst provided axially chiral macrocyclic compounds with 1,3-diyne moiety by single [2+2+2] cycloaddition.

AB - Enantioselective intramolecular cycloaddition of hexaynes with 1,3-diyne moiety was examined. Chiral Rh catalyst provided axially chiral 1,1′ -bis(biphenylenyl) derivatives by consecutive [2+2+2] cycloaddition. In contrast, chiral Ir catalyst provided axially chiral macrocyclic compounds with 1,3-diyne moiety by single [2+2+2] cycloaddition.

UR - http://www.scopus.com/inward/record.url?scp=79959578894&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79959578894&partnerID=8YFLogxK

U2 - 10.1002/hc.20691

DO - 10.1002/hc.20691

M3 - Article

AN - SCOPUS:79959578894

SN - 1042-7163

VL - 22

SP - 363

EP - 370

JO - Heteroatom Chemistry

JF - Heteroatom Chemistry

IS - 3-4

ER -

Chiral Rh- and Ir-catalyzed intramolecular cycloaddition of hexaynes for the construction of new chiral skeletons

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this