Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

Takanori Shibata; Mayumi Otomo; Yu Ki Tahara; Kohei Endo

doi:10.1039/b814014f

Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

Takanori Shibata^*, Mayumi Otomo, Yu Ki Tahara, Kohei Endo

^*Corresponding author for this work

School of Advanced Science and Engineering

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

26 Citations (Scopus)

Abstract

The cationic Rh-SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.

Original language	English
Pages (from-to)	4296-4298
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	6
Issue number	23
DOIs	https://doi.org/10.1039/b814014f
Publication status	Published - 2008

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1039/b814014f

Cite this

@article{9fed74c00f7f40dbb2f17aca8d9f5a80,

title = "Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition",

abstract = "The cationic Rh-SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.",

author = "Takanori Shibata and Mayumi Otomo and Tahara, {Yu Ki} and Kohei Endo",

year = "2008",

doi = "10.1039/b814014f",

language = "English",

volume = "6",

pages = "4296--4298",

journal = "Organic and Biomolecular Chemistry",

issn = "1477-0520",

publisher = "Royal Society of Chemistry",

number = "23",

}

TY - JOUR

T1 - Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

AU - Shibata, Takanori

AU - Otomo, Mayumi

AU - Tahara, Yu Ki

AU - Endo, Kohei

PY - 2008

Y1 - 2008

N2 - The cationic Rh-SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.

AB - The cationic Rh-SEGPHOS complex catalyzed an intermolecular [2 + 2 + 2] cycloaddition of enynes, possessing an ortho-substituted aryl group on their alkyne terminus, with acetylenedicarboxylates. Bicyclic cyclohexa-1,3-dienes with both central and axial chiralities were obtained in extremely highly diastereo- and enantioselective manner.

UR - http://www.scopus.com/inward/record.url?scp=56349144741&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=56349144741&partnerID=8YFLogxK

U2 - 10.1039/b814014f

DO - 10.1039/b814014f

M3 - Article

C2 - 19005587

AN - SCOPUS:56349144741

SN - 1477-0520

VL - 6

SP - 4296

EP - 4298

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 23

ER -

Highly diastereo- and enantioselective construction of both central and axial chiralities by Rh-catalyzed [2 + 2 + 2] cycloaddition

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this