Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex

Yujiro Hayashi; Hirofumi Yamaguchi; Maya Toyoshima; Kotaro Okado; Takumi Toyo; Mitsuru Shoji

doi:10.1021/ol800195g

Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex

Yujiro Hayashi, Hirofumi Yamaguchi, Maya Toyoshima, Kotaro Okado, Takumi Toyo, Mitsuru Shoji

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

33 Citations (Scopus)

Abstract

(Chemical Equation Presented) The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.

Original language	English
Pages (from-to)	1405-1408
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	7
DOIs	https://doi.org/10.1021/ol800195g
Publication status	Published - 2008 Apr 3
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol800195g

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abstract = "(Chemical Equation Presented) The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.",

author = "Yujiro Hayashi and Hirofumi Yamaguchi and Maya Toyoshima and Kotaro Okado and Takumi Toyo and Mitsuru Shoji",

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T1 - Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex

AU - Hayashi, Yujiro

AU - Yamaguchi, Hirofumi

AU - Toyoshima, Maya

AU - Okado, Kotaro

AU - Toyo, Takumi

AU - Shoji, Mitsuru

PY - 2008/4/3

Y1 - 2008/4/3

N2 - (Chemical Equation Presented) The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.

AB - (Chemical Equation Presented) The synthesis of a protected dephosphofostriecin, and thereby a formal synthesis of fostriecin, has been accomplished. Two of the four chiral centers are controlled by an external chiral auxiliary and the other two are synthesized stereoselectively, one by a novel 1,4-asymmetric induction using cobalt-alkyne complex, and the other by 1,3-asymmetric induction.

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Formal total synthesis of fostriecin via 1,4-asymmetric induction using cobalt-alkyne complex

Abstract

ASJC Scopus subject areas

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