Efficient synthesis of bongkrekic acid. Three-component convergent strategy

Yukiko Sato, Yoshifumi Aso, Mitsuru Shindo

Research output: Contribution to journalArticle

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 languageEnglish
Pages (from-to)4164-4166
Number of pages3
JournalTetrahedron Letters
Volume50
Issue number28
DOIs
Publication statusPublished - Jul 15 2009

Fingerprint

Bongkrekic Acid
Apoptosis

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Efficient synthesis of bongkrekic acid. Three-component convergent strategy. / Sato, Yukiko; Aso, Yoshifumi; Shindo, Mitsuru.

In: Tetrahedron Letters, Vol. 50, No. 28, 15.07.2009, p. 4164-4166.

Research output: Contribution to journalArticle

Sato, Yukiko ; Aso, Yoshifumi ; Shindo, Mitsuru. / Efficient synthesis of bongkrekic acid. Three-component convergent strategy. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 28. pp. 4164-4166.
@article{9c403a3df186488cbe6ebace7e4c81e0,
title = "Efficient synthesis of bongkrekic acid. Three-component convergent strategy",
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",
year = "2009",
month = "7",
day = "15",
doi = "10.1016/j.tetlet.2009.04.129",
language = "English",
volume = "50",
pages = "4164--4166",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "28",

}

TY - JOUR

T1 - Efficient synthesis of bongkrekic acid. Three-component convergent strategy

AU - Sato, Yukiko

AU - Aso, Yoshifumi

AU - Shindo, Mitsuru

PY - 2009/7/15

Y1 - 2009/7/15

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.

UR - http://www.scopus.com/inward/record.url?scp=66049139076&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=66049139076&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2009.04.129

DO - 10.1016/j.tetlet.2009.04.129

M3 - Article

AN - SCOPUS:66049139076

VL - 50

SP - 4164

EP - 4166

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 28

ER -