Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry

Osamu Kitagawa, Daisuke Kurihara, Hajime Tanabe, Taichi Shibuya, Takeo Taguchi

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

An atropisomeric lactam which was prepared with high enantioselectivity by catalytic asymmetric intramolecular N-arylation, was efficiently converted to synthetic intermediates for NET inhibitors through highly diastereoselective α-alkylation followed by hydration and trans-tert-butylation.

Original languageEnglish
Pages (from-to)471-474
Number of pages4
JournalTetrahedron Letters
Volume49
Issue number3
DOIs
Publication statusPublished - 2008 Jan 14
Externally publishedYes

Fingerprint

Lactams
Enantioselectivity
Alkylation
Hydration

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry. / Kitagawa, Osamu; Kurihara, Daisuke; Tanabe, Hajime; Shibuya, Taichi; Taguchi, Takeo.

In: Tetrahedron Letters, Vol. 49, No. 3, 14.01.2008, p. 471-474.

Research output: Contribution to journalArticle

Kitagawa, Osamu ; Kurihara, Daisuke ; Tanabe, Hajime ; Shibuya, Taichi ; Taguchi, Takeo. / Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry. In: Tetrahedron Letters. 2008 ; Vol. 49, No. 3. pp. 471-474.
@article{b60acef3655d45dea54f74973189e16e,
title = "Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry",
abstract = "An atropisomeric lactam which was prepared with high enantioselectivity by catalytic asymmetric intramolecular N-arylation, was efficiently converted to synthetic intermediates for NET inhibitors through highly diastereoselective α-alkylation followed by hydration and trans-tert-butylation.",
author = "Osamu Kitagawa and Daisuke Kurihara and Hajime Tanabe and Taichi Shibuya and Takeo Taguchi",
year = "2008",
month = "1",
day = "14",
doi = "10.1016/j.tetlet.2007.11.101",
language = "English",
volume = "49",
pages = "471--474",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier Limited",
number = "3",

}

TY - JOUR

T1 - Catalytic enantioselective synthesis of key intermediates for NET inhibitors using atropisomeric lactam chemistry

AU - Kitagawa, Osamu

AU - Kurihara, Daisuke

AU - Tanabe, Hajime

AU - Shibuya, Taichi

AU - Taguchi, Takeo

PY - 2008/1/14

Y1 - 2008/1/14

N2 - An atropisomeric lactam which was prepared with high enantioselectivity by catalytic asymmetric intramolecular N-arylation, was efficiently converted to synthetic intermediates for NET inhibitors through highly diastereoselective α-alkylation followed by hydration and trans-tert-butylation.

AB - An atropisomeric lactam which was prepared with high enantioselectivity by catalytic asymmetric intramolecular N-arylation, was efficiently converted to synthetic intermediates for NET inhibitors through highly diastereoselective α-alkylation followed by hydration and trans-tert-butylation.

UR - http://www.scopus.com/inward/record.url?scp=37349106060&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=37349106060&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2007.11.101

DO - 10.1016/j.tetlet.2007.11.101

M3 - Article

AN - SCOPUS:37349106060

VL - 49

SP - 471

EP - 474

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 3

ER -