Organic Letters 2013-12-20

Construction of spiro-fused 2-oxindole/α-methylene- γ-butyrolactone systems with extremely high enantioselectivity via indium-catalyzed amide allylation of N-methyl isatin.

Yusuke Murata, Masaki Takahashi, Fumitoshi Yagishita, Masami Sakamoto, Tetsuya Sengoku, Hidemi Yoda

Index: Org. Lett. 15(24) , 6182-5, (2013)

Full Text: HTML

Abstract

A remarkably effective method allowing an extremely high enantioselective synthesis of the spiro-fused 2-oxindole/α-methylene-γ-butyrolactones is described. The key strategy lies in the use of indium-catalyzed asymmetric amide allylation of N-methyl isatin with functionalized allylstannanes, which can lead to the antineoplastic spirocyclic lactones in almost enantiopure forms.

Related Compounds

  • Indium
  • gamma-Butyrolacton...
  • Tulipalin A
  • Oxindole
  • isatin

Related Articles:

Aqueous synthesis of highly luminescent AgInS₂-ZnS quantum dots and their biological applications.

2013-03-21

[Nanoscale 5(6) , 2322-7, (2013)]

Localized surface plasmon-enhanced near-ultraviolet emission from InGaN/GaN light-emitting diodes using silver and platinum nanoparticles.

2013-02-11

[Opt. Express 21(3) , 3138-44, (2013)]

Structural and optical investigation of GaInP quantum dots according to the growth thickness for the 700 nm light emitters.

2013-01-01

[J. Nanosci. Nanotechnol. 13(1) , 564-7, (2013)]

Experimental demonstration of self-aligned InP/InGaAsP polarization converter for polarization multiplexed photonic integrated circuits.

2013-03-25

[Opt. Express 21(6) , 6910-8, (2013)]

Gain-switched pulses from InGaAs ridge-quantum-well lasers limited by intrinsic dynamical gain suppression.

2013-03-25

[Opt. Express 21(6) , 7570-6, (2013)]

More Articles...