The chiral pool is a "collection of abundant enantiopure building blocks provided by nature" used in synthesis.[1][2] In other words, a chiral pool would be a large quantity of common organic enantiomers. Contributors to the chiral pool are amino acids, sugars, and terpenes. Their use improves the efficiency of total synthesis. Not only does the chiral pool contribute a premade carbon skeleton, their chirality is usually preserved in the remainder of the reaction sequence.
This strategy is especially helpful if the desired molecule resembles cheap enantiopure natural products. Many times, suitable enantiopure starting materials cannot be identified. The alternative to the use of the chiral pool is asymmetric synthesis, whereby achiral precursors are employed or racemic intermediates are resolved.
^Brill, Zachary G.; Condakes, Matthew L.; Ting, Chi P.; Maimone, Thomas J. (2017). "Navigating the Chiral Pool in the Total Synthesis of Complex Terpene Natural Products". Chemical Reviews. 117 (18): 11753–11795. doi:10.1021/acs.chemrev.6b00834. PMC 5638449. PMID 28293944.
^Casiraghi, Giovanni.; Zanardi, Franca.; Rassu, Gloria.; Spanu, Pietro. (1995). "Stereoselective Approaches to Bioactive Carbohydrates and Alkaloids-With a Focus on Recent Syntheses Drawing from the Chiral Pool". Chemical Reviews. 95 (6): 1677–1716. doi:10.1021/cr00038a001.
The chiralpool is a "collection of abundant enantiopure building blocks provided by nature" used in synthesis. In other words, a chiralpool would be...
secondary amines as chiral catalysts; these are inexpensive and environmentally friendly, as no metals are involved. Chiralpool synthesis is one of the...
encompassed include the use of chiral starting materials (chiralpool synthesis), the use of chiral auxiliaries and chiral catalysts, and the application...
The starting material is often derived from chiralpool synthesis. In relayed asymmetric induction the chiral information is introduced in a separate step...
that forms diastereomeric salts with chiral acids. Many related chiral amines have been demonstrated. The chiralpool consists of many widely available resolving...
no Chi and Lamento were adult games, Chiral Mori was given an approval for all ages. Their third game, Sweet Pool was also released in 2008 for adults...
design. The final commercial production of atorvastatin relied on a chiralpool approach, where the stereochemistry of the first alcohol functional group...
mineral supplementation. Amino acids are low-cost feedstocks used in chiralpool synthesis as enantiomerically pure building blocks. Amino acids are used...
reaction with a chiral catalyst or reagent, resulting in an enantioenriched sample of the less reactive enantiomer. As opposed to chiral resolution, kinetic...
of using cheaply available enantiopure starting materials is known as chiralpool synthesis. The diol is tosylated and then the ditosylate is treated with...
to all three fragments were all glucose derivatives obtained from the chiralpool. Spiroketals were obtained from precursor ketone diols, and were therefore...
asymmetric syntheses reported in 1994 by Samadi and Corey which featured a chiralpool strategy from L-quebrachitol and an asymmetric dihydroxylation, respectively...
Dihydrolevoglucosenone (Cyrene) is a bicyclic, chiral, seven-membered heterocyclic cycloalkanone which is a waste derived and fully biodegradable aprotic...
a derivative of tartaric acid as a chiral resolving agent. In 1977 Koga obtained both enantiomers via a chiralpool synthesis starting from L-tyrosine...
synthesis of the natural product has been also accomplished using a chiralpool based strategy. This study also demonstrated structural plasticity in...
simple and inexpensive synthesis from primary amine functionalized (chiral-pool) starting materials and isothiocyanates easy to modulate and to handle...
reaction to construct the core of the molecule. Two further syntheses, a chiral-pool approach from (+)-pulegone and a racemic synthesis relying on a samarium...
for the epoxidation of olefins. In particular, if the starting ketone is chiral then the epoxide may be generated enantioselectively, which forms the basis...
Nitro+Chiral focused to boys-love games. Togainu no Chi (February 25, 2005/May 29, 2008) Lamento -Beyond the Void- (November 10, 2006) Sweet Pool (December...
to oseltamivir that do not involve the use of (−)-shikimic acid as a chiralpool starting material, such as a Diels-Alder route involving furan and ethyl...
ISSN 0022-3263. Florent, Jean-Claude; Génot, Agnès; Monneret, Claude (1985). "Chiralpool synthesis of tetralin as AB ring segment, precursor of anthracyclines"...
asymmetric packing, which results in longer-range chiral order. In the smectic C* phase (an asterisk denotes a chiral phase), the molecules have positional ordering...
synthesis of antibiotic (−)-oudemansin X utilizing L-quebrachitol as a chiralpool. Chida N., Yamada K. and Ogawa S., Chemistry Letters, 1992, no4, pp....
tokusatsu show Kamen Rider Gaim. He currently works at Nitroplus and Nitro+chiral. Anime written by Urobuchi that have won the Newtype Anime Awards have been...