Efficient synthesis of bongkrekic acid. Three-component convergent strategy

Yukiko Sato; Yoshifumi Aso; Mitsuru Shindo

doi:10.1016/j.tetlet.2009.04.129

Efficient synthesis of bongkrekic acid. Three-component convergent strategy

Yukiko Sato, Yoshifumi Aso, Mitsuru Shindo

Department of Fundamental Organic Chemistry

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

16 Citations (Scopus)

Abstract

An efficient total synthesis of the apoptosis inhibitor bongkrekic acid was accomplished using a three-component convergent strategy involving a Kocienski-Julia olefination and a Suzuki-Miyaura coupling, in which the longest linear sequence was 18 steps and proceeded in 6.4% overall yield. The torquoselective olefination also contributed to the shortening of the synthesis.

Original language	English
Pages (from-to)	4164-4166
Number of pages	3
Journal	Tetrahedron Letters
Volume	50
Issue number	28
DOIs	https://doi.org/10.1016/j.tetlet.2009.04.129
Publication status	Published - Jul 15 2009

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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abstract = "An efficient total synthesis of the apoptosis inhibitor bongkrekic acid was accomplished using a three-component convergent strategy involving a Kocienski-Julia olefination and a Suzuki-Miyaura coupling, in which the longest linear sequence was 18 steps and proceeded in 6.4% overall yield. The torquoselective olefination also contributed to the shortening of the synthesis.",

author = "Yukiko Sato and Yoshifumi Aso and Mitsuru Shindo",

note = "Funding Information: This work was supported by Takeda Science Foundation, Research for Promoting Technological Seeds JST, the Uehara Memorial Foundation, and the Program for Promotion of Basic and Applied Research for Innovations in Bio-oriented Industry (BRAIN). ",

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AU - Sato, Yukiko

AU - Aso, Yoshifumi

AU - Shindo, Mitsuru

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N2 - An efficient total synthesis of the apoptosis inhibitor bongkrekic acid was accomplished using a three-component convergent strategy involving a Kocienski-Julia olefination and a Suzuki-Miyaura coupling, in which the longest linear sequence was 18 steps and proceeded in 6.4% overall yield. The torquoselective olefination also contributed to the shortening of the synthesis.

AB - An efficient total synthesis of the apoptosis inhibitor bongkrekic acid was accomplished using a three-component convergent strategy involving a Kocienski-Julia olefination and a Suzuki-Miyaura coupling, in which the longest linear sequence was 18 steps and proceeded in 6.4% overall yield. The torquoselective olefination also contributed to the shortening of the synthesis.

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SN - 0040-4039

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Efficient synthesis of bongkrekic acid. Three-component convergent strategy

Abstract

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