Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling

Ichiro Hayakawa; Mitsuru Ueda; Masashi Yamaura; Yoichi Ikeda; Yuta Suzuki; Kensaku Yoshizato; Hideo Kigoshi

doi:10.1021/ol800554f

Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling

Ichiro Hayakawa, Mitsuru Ueda, Masashi Yamaura, Yoichi Ikeda, Yuta Suzuki, Kensaku Yoshizato, Hideo Kigoshi

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

28 Citations (Scopus)

Abstract

Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.

Original language	English
Pages (from-to)	1859-1862
Number of pages	4
Journal	Organic Letters
Volume	10
Issue number	9
DOIs	https://doi.org/10.1021/ol800554f
Publication status	Published - May 1 2008
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1021/ol800554f

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abstract = "Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.",

author = "Ichiro Hayakawa and Mitsuru Ueda and Masashi Yamaura and Yoichi Ikeda and Yuta Suzuki and Kensaku Yoshizato and Hideo Kigoshi",

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T1 - Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling

AU - Hayakawa, Ichiro

AU - Ueda, Mitsuru

AU - Yamaura, Masashi

AU - Ikeda, Yoichi

AU - Suzuki, Yuta

AU - Yoshizato, Kensaku

AU - Kigoshi, Hideo

PY - 2008/5/1

Y1 - 2008/5/1

N2 - Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.

AB - Second-generation total synthesis of haterumalide NA, a potent cytotoxic marine macrolide, was achieved by using B-alkyl Suzuki-Miyaura coupling and Nozaki-Hiyama-Kishi coupling as key steps (1.2% in 33 steps). Compared to our first-generation approach, the second-generation synthesis is much improved in the yield of key intermediate.

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Second-generation total synthesis of haterumalide NA using B-alkyl Suzuki-Miyaura coupling

Abstract

ASJC Scopus subject areas

UN SDGs

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