Determination of absolute configuration of C14-C23 fragment in symbiodinolide

Chunguang Han; Yoshi Yamano; Masaki Kita; Hiroyoshi Takamura; Daisuke Uemura

doi:10.1016/j.tetlet.2009.07.014

Determination of absolute configuration of C14-C23 fragment in symbiodinolide

Chunguang Han, Yoshi Yamano, Masaki Kita, Hiroyoshi Takamura, Daisuke Uemura

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

20 Citations (Scopus)

Abstract

The degradation product C14-C23 2 was obtained using ethenolysis with the 2nd-generation Hoveyda-Grubbs catalyst from 62-membered lactone in symbiodinolide (1). The absolute configurations of three chiral centers in fragment 2 were assigned as 17R, 18R, and 21R by a combination of J-based configuration analysis and the Mosher-Riguera method.

Original language	English
Pages (from-to)	5280-5282
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	37
DOIs	https://doi.org/10.1016/j.tetlet.2009.07.014
Publication status	Published - Sept 16 2009
Externally published	Yes

Keywords

2nd-generation Hoveyda-Grubbs catalyst
Absolute configuration
Ethenolysis
J-based configuration analysis

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2009.07.014

Cite this

@article{2464336347ee44dfa92b5ac91eaa86e6,

title = "Determination of absolute configuration of C14-C23 fragment in symbiodinolide",

abstract = "The degradation product C14-C23 2 was obtained using ethenolysis with the 2nd-generation Hoveyda-Grubbs catalyst from 62-membered lactone in symbiodinolide (1). The absolute configurations of three chiral centers in fragment 2 were assigned as 17R, 18R, and 21R by a combination of J-based configuration analysis and the Mosher-Riguera method.",

keywords = "2nd-generation Hoveyda-Grubbs catalyst, Absolute configuration, Ethenolysis, J-based configuration analysis",

author = "Chunguang Han and Yoshi Yamano and Masaki Kita and Hiroyoshi Takamura and Daisuke Uemura",

note = "Funding Information: This work was supported in part by a Grant-in-Aid for Creative Scientific Research (16GS0206) from JSPS, and G-COE program in chemistry at Nagoya University from the Ministry of Education, Science, Sports and Culture, Japan.",

year = "2009",

month = sep,

day = "16",

doi = "10.1016/j.tetlet.2009.07.014",

language = "English",

volume = "50",

pages = "5280--5282",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "37",

}

TY - JOUR

T1 - Determination of absolute configuration of C14-C23 fragment in symbiodinolide

AU - Han, Chunguang

AU - Yamano, Yoshi

AU - Kita, Masaki

AU - Takamura, Hiroyoshi

AU - Uemura, Daisuke

N1 - Funding Information: This work was supported in part by a Grant-in-Aid for Creative Scientific Research (16GS0206) from JSPS, and G-COE program in chemistry at Nagoya University from the Ministry of Education, Science, Sports and Culture, Japan.

PY - 2009/9/16

Y1 - 2009/9/16

N2 - The degradation product C14-C23 2 was obtained using ethenolysis with the 2nd-generation Hoveyda-Grubbs catalyst from 62-membered lactone in symbiodinolide (1). The absolute configurations of three chiral centers in fragment 2 were assigned as 17R, 18R, and 21R by a combination of J-based configuration analysis and the Mosher-Riguera method.

AB - The degradation product C14-C23 2 was obtained using ethenolysis with the 2nd-generation Hoveyda-Grubbs catalyst from 62-membered lactone in symbiodinolide (1). The absolute configurations of three chiral centers in fragment 2 were assigned as 17R, 18R, and 21R by a combination of J-based configuration analysis and the Mosher-Riguera method.

KW - 2nd-generation Hoveyda-Grubbs catalyst

KW - Absolute configuration

KW - Ethenolysis

KW - J-based configuration analysis

UR - http://www.scopus.com/inward/record.url?scp=67650876474&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=67650876474&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.07.014

DO - 10.1016/j.tetlet.2009.07.014

M3 - Article

AN - SCOPUS:67650876474

SN - 0040-4039

VL - 50

SP - 5280

EP - 5282

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 37

ER -

Determination of absolute configuration of C14-C23 fragment in symbiodinolide

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this