ChemInform Abstract: Carbohydrates as Chiral Auxiliaries in Asymmetric Darzens Reactions: Enantioselective Synthesis of the Benzothiazepine Ring System of Diltiazem.

ChemInform ◽  
2010 ◽  
Vol 27 (47) ◽  
pp. no-no
Author(s):  
A. NANGIA ◽  
P. B. RAO ◽  
N. N. L. MADHAVI
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis ◽  
Chiral Auxiliaries

scholarly journals Studies on the Enantioselective Synthesis of E-Ethylidene-bearing Spiro[indolizidine-1,3′-oxindole] Alkaloids

Molecules ◽  
2021 ◽  
Vol 26 (2) ◽  
pp. 428
Author(s):  
Nihan Yayik ◽  
Maria Pérez ◽  
Elies Molins ◽  
Joan Bosch ◽  
Mercedes Amat
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis ◽  
Synthetic Route ◽  
Hydroxymethyl Group ◽  
Hydride Reduction ◽  
Lactam Carbonyl ◽  
Key Steps ◽  
Oxindole Alkaloids

A synthetic route for the enantioselective construction of the tetracyclic spiro[indolizidine-1,3′-oxindole] framework present in a large number of oxindole alkaloids, with a cis H-3/H-15 stereochemistry, a functionalized two-carbon substituent at C-15, and an E-ethylidene substituent at C-20, is reported. The key steps of the synthesis are the generation of the tetracyclic spirooxindole ring system by stereoselective spirocyclization from a tryptophanol-derived oxazolopiperidone lactam, the removal of the hydroxymethyl group, and the stereoselective introduction of the E-ethylidene substituent by acetylation at the α-position of the lactam carbonyl, followed by hydride reduction and elimination. Following this route, the 21-oxo derivative of the enantiomer of the alkaloid 7(S)-geissoschizol oxindole has been prepared.

Enantioselective Synthesis of the Sex Pheromone of Lichen Moth, Miltochrista calamine, and Its Diastereomer

Synlett ◽  
2021 ◽  
Author(s):  
Jiangchun Zhong ◽  
Gucheng Yuan ◽  
Jiawei Liu ◽  
Shihang Yu ◽  
Xueyang Wang ◽  
...  
Keyword(s):  
Sex Pheromone ◽  
Enantioselective Synthesis ◽  
Synthetic Approach ◽  
Chiral Auxiliaries ◽  
Synthetic Sex Pheromone ◽  
Key Steps

AbstractThe synthesis of a Miltochrista calamine sex pheromone and its diastereomer has been developed. The key steps of the synthetic approach involved Evans’ chiral auxiliaries and the addition of alkyne to aldehyde, which were firstly applied to prepare this sex pheromone and its diastereomer. The synthetic sex pheromone could be used to trap insects and study physiological and ecological questions of the lichen moth.

A concise enantioselective synthesis of the AB ring system of the manzamine alkaloids by ring-closing enyne metathesis

2001 ◽  
Vol 42 (18) ◽  
pp. 3235-3238 ◽  
Author(s):  
J.Stephen Clark ◽  
Robert J Townsend ◽  
Alexander J Blake ◽  
Simon J Teat ◽  
Amanda Johns
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis ◽  
Enyne Metathesis ◽  
Manzamine Alkaloids ◽  
Ab Ring

A New Access to the 6,8-Dioxabicyclo[3.2.1]octane Ring System Using a Three-Component Reaction: Enantioselective Synthesis of (+)-iso-exo-Brevicomin

Synlett ◽  
2009 ◽  
Vol 2010 (02) ◽  
pp. 207-210 ◽  
Author(s):  
François Carreaux ◽  
Asmae Bouziane ◽  
Thomas Régnier ◽  
Bertrand Carboni ◽  
Christian Bruneau ◽  
...  
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis ◽  
Three Component Reaction

Enantioselective synthesis of the nagilactone ring system via vinylsilane-mediated polyene cyclization

1989 ◽  
Vol 30 (46) ◽  
pp. 6303-6306 ◽  
Author(s):  
Steven D. Burke ◽  
Sharon M.S. Strickland ◽  
Helen M. Organ ◽  
Louis A. Silks
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis

ChemInform Abstract: Biomimetic Construction of the Hydroquinoline Ring System. Diastereodivergent Enantioselective Synthesis of 2,5-Disubstituted cis-Decahydroquinolines.

ChemInform ◽  
2010 ◽  
Vol 41 (41) ◽  
pp. no-no
Author(s):  
Mercedes Amat ◽  
Robert Fabregat ◽  
Rosa Griera ◽  
Pedro Florindo ◽  
Elies Molins ◽  
...  
Keyword(s):  
Ring System ◽  
Enantioselective Synthesis

Asymmetric Friedel-Crafts reaction mediated by new chiral auxiliaries derived from (1S)-(−)-β-pinene: Enantioselective synthesis of (−)-8-Norethyl, 1′-normethyl Etodolac

1997 ◽  
Vol 38 (40) ◽  
pp. 7021-7024 ◽  
Author(s):  
Paulo R.R. Costa ◽  
Lúcio M. Cabral ◽  
Karla G. Alencar ◽  
Luciana L. Schmidt ◽  
Mário L.A.A. Vasconcellos
Keyword(s):  
Enantioselective Synthesis ◽  
Chiral Auxiliaries
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