Stereoselective synthesis of the CDE ring system of antitumor saponin scillascilloside E-1

Yoshihiro Akahori; Hiroyuki Yamakoshi; Shunichi Hashimoto; Seiichi Nakamura

doi:10.1021/ol500657f

Stereoselective synthesis of the CDE ring system of antitumor saponin scillascilloside E-1

Yoshihiro Akahori, Hiroyuki Yamakoshi, Shunichi Hashimoto, Seiichi Nakamura

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

13 Citations (Scopus)

Abstract

A stereoselective synthesis of the CDE ring portion of the antitumor saponin scillascilloside E-1 has been achieved, utilizing an Ireland-Claisen rearrangement to construct the contiguous tetrasubstituted stereocenters at C13 and C17 simultaneously and intramolecular nitrile oxide cycloaddition to form the five-membered ring as key steps.

Original language	English
Pages (from-to)	2054-2057
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	7
DOIs	https://doi.org/10.1021/ol500657f
Publication status	Published - 2014 Apr 4
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol500657f

Cite this

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abstract = "A stereoselective synthesis of the CDE ring portion of the antitumor saponin scillascilloside E-1 has been achieved, utilizing an Ireland-Claisen rearrangement to construct the contiguous tetrasubstituted stereocenters at C13 and C17 simultaneously and intramolecular nitrile oxide cycloaddition to form the five-membered ring as key steps.",

author = "Yoshihiro Akahori and Hiroyuki Yamakoshi and Shunichi Hashimoto and Seiichi Nakamura",

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AU - Nakamura, Seiichi

PY - 2014/4/4

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AB - A stereoselective synthesis of the CDE ring portion of the antitumor saponin scillascilloside E-1 has been achieved, utilizing an Ireland-Claisen rearrangement to construct the contiguous tetrasubstituted stereocenters at C13 and C17 simultaneously and intramolecular nitrile oxide cycloaddition to form the five-membered ring as key steps.

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Stereoselective synthesis of the CDE ring system of antitumor saponin scillascilloside E-1

Abstract

ASJC Scopus subject areas

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