scispace - formally typeset
Journal ArticleDOI

Enantioselective Pictet-Spengler-type cyclizations of hydroxylactams: H-bond donor catalysis by anion binding.

TLDR
Highly enantioenriched indolizinone and quinoliz inone products are obtained in the thiourea-catalyzed cyclization of tryptamine-derived hydroxylactams.
Abstract
Highly enantioenriched indolizinone and quinolizinone products are obtained in the thiourea-catalyzed cyclization of tryptamine-derived hydroxylactams. Substituent and counterion effect studies point to a novel mechanism of catalysis involving rate-limiting anion abstraction and binding by the thiourea.

read more

Citations
More filters
Journal ArticleDOI

The advent and development of organocatalysis

TL;DR: My opinion on why the field of organocatalysis has blossomed so dramatically over the past decade is presented.
Journal ArticleDOI

Catalytic Functionalization of Indoles in a New Dimension

TL;DR: This Review emphasizes the achievements in the selective catalytic functionalization of indoles (C-C bond-forming processes) over the last four years.
Journal ArticleDOI

(Thio)urea organocatalysis—What can be learnt from anion recognition?

TL;DR: The present critical review outlines the close relationship and mutual interplay between molecular recognition, active site considerations in enzyme catalysis involving anions, and organocatalysis utilizing explicit hydrogen bonding.
References
More filters
Journal ArticleDOI

A powerful chiral counterion strategy for asymmetric transition metal catalysis.

TL;DR: It is shown that the chiral counterion can be combined additively with chiral ligands to enable an asymmetric transformation that cannot be achieved by either method alone.
Journal ArticleDOI

Highly enantioselective catalytic acyl-pictet-spengler reactions.

TL;DR: This represents the first successful system for asymmetric catalysis of the Pictet-Spengler reaction with high enantioselectivity by a new chiral thiourea catalyst.
Journal ArticleDOI

NaBH4 reduction of cyclic imides

TL;DR: One of the carbonyl functions of succinimides and glutarimides is selectively reduced by sodium borohydride in presence of hydrochloric acid yielding ω-carbinol-lactams as mentioned in this paper.
Related Papers (5)