scholarly journals Asymmetric total synthesis of a putative sex pheromone component from the parasitoid wasp Trichogramma turkestanica

2014 ◽  
Vol 10 ◽  
pp. 761-766 ◽  
Author(s):  
Danny Geerdink ◽  
Jeffrey Buter ◽  
Teris A van Beek ◽  
Adriaan J Minnaard
Keyword(s):  
Sex Pheromone ◽  
Total Synthesis ◽  
Parasitoid Wasp ◽  
Conjugate Addition ◽  
Enantioselective Synthesis ◽  
Pheromone Component ◽  
Asymmetric Total Synthesis ◽  
Catalytic Asymmetric ◽  
Key Steps

Virgin females of the parasitoid wasp Trichogramma turkestanica produce minute amounts of a sex pheromone, the identity of which has not been fully established. The enantioselective synthesis of a putative component of this pheromone, (6S,8S,10S)-4,6,8,10-tetramethyltrideca-2E,4E-dien-1-ol (2), is reported as a contribution to this identification. Catalytic asymmetric conjugate addition of methylmagnesium bromide and stereoselective Horner–Wadsworth–Emmons olefinations are used as the key steps, and 2 was obtained in 16 steps with an overall yield of 4.4%.

scholarly journals A catalytic asymmetric total synthesis of (−)-perophoramidine

2015 ◽  
Vol 6 (1) ◽  
pp. 349-353 ◽  
Author(s):  
B. M. Trost ◽  
M. Osipov ◽  
S. Krüger ◽  
Y. Zhang
Keyword(s):  
Total Synthesis ◽  
Allylic Alkylation ◽  
Asymmetric Total Synthesis ◽  
Asymmetric Allylic Alkylation ◽  
Catalytic Asymmetric ◽  
Key Steps

We describe a catalytic asymmetric total synthesis of the ascidian alkaloid (−)-perophoramidine employing a Mo-catalyzed asymmetric allylic alkylation and unprecedented imino ether allylation as key steps.

Catalytic Asymmetric Total Synthesis of (+)- and (−)-Paeoveitol via a Hetero-Diels–Alder Reaction

2017 ◽  
Vol 19 (3) ◽  
pp. 429-431 ◽  
Author(s):  
Tian-Ze Li ◽  
Chang-An Geng ◽  
Xiu-Juan Yin ◽  
Tong-Hua Yang ◽  
Xing-Long Chen ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Alder Reaction ◽  
Diels Alder ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction ◽  
Catalytic Asymmetric

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.

Catalytic asymmetric total synthesis of (+)-artalbic acid

2016 ◽  
Vol 52 (60) ◽  
pp. 9391-9393 ◽  
Author(s):  
Toyoharu Kobayashi ◽  
Ryuta Shioi ◽  
Ai Ushie ◽  
Hideki Abe ◽  
Hisanaka Ito
Keyword(s):  
Total Synthesis ◽  
Phase Transfer ◽  
Phase Transfer Catalyst ◽  
Asymmetric Allylation ◽  
Asymmetric Total Synthesis ◽  
Catalytic Asymmetric

The first total synthesis of (+)-artalbic acid has been accomplished using asymmetric allylation of an acetoacetate derivative with a phase-transfer catalyst.

Concise asymmetric total synthesis of bruceolline J

2015 ◽  
Vol 2 (5) ◽  
pp. 548-551 ◽  
Author(s):  
Dattatraya H. Dethe ◽  
Vijay Kumar B
Keyword(s):  
Total Synthesis ◽  
Lewis Acid ◽  
Asymmetric Total Synthesis ◽  
Asymmetric Dihydroxylation ◽  
Key Steps

Concise biomimetic and asymmetric approach involving Sharpless asymmetric dihydroxylation and Lewis acid catalysed cyclopenta[b]annulation as key steps to synthesize (+)-bruceolline J.

scholarly journals First Stereoselective Total Synthesis of Ciryneol C

SynOpen ◽  
2019 ◽  
Vol 03 (02) ◽  
pp. 59-66
Author(s):  
Ambati Sharada ◽  
Lakshmi Srinivasa Rao Kundeti ◽  
Kallaganti V. S. Ramakrishna ◽  
Kommu Nagaiah
Keyword(s):  
Total Synthesis ◽  
Coupling Reactions ◽  
Asymmetric Total Synthesis ◽  
Acetylene Derivative ◽  
Wittig Olefination ◽  
Epoxide Opening ◽  
Key Steps

The acetylene derivative Ciryneol C was isolated from the roots of C. japonicum. The asymmetric total synthesis of Ciryneol C was achieved in seven steps, with Horner–Wittig olefination, regioselective epoxide opening, and Cadiot–Chodkiewicz coupling reactions being the key steps.

ChemInform Abstract: A Catalytic Asymmetric Total Synthesis of (-)-Perophoramidine.

ChemInform ◽  
2015 ◽  
Vol 46 (23) ◽  
pp. no-no
Author(s):  
B. M. Trost ◽  
M. Osipov ◽  
S. Krueger ◽  
Y. Zhang
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Catalytic Asymmetric

Asymmetric total synthesis of talienbisflavan A

2018 ◽  
Vol 16 (4) ◽  
pp. 585-592 ◽  
Author(s):  
Deng-Ming Huang ◽  
Hui-Jing Li ◽  
Jun-Hu Wang ◽  
Yan-Chao Wu
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Facile Synthesis ◽  
Total Syntheses ◽  
Key Steps

The first asymmetric total syntheses of talienbisflavan A and bis-8,8′-epicatechinylmethane as well as a facile synthesis of bis-8,8′-catechinylmethane has been accomplished from readily available starting materials by using a newly developed direct regioselective methylenation of catechin derivatives as one of the key steps.

The first catalytic asymmetric total synthesis of ent-hyperforin

Tetrahedron ◽  
2010 ◽  
Vol 66 (33) ◽  
pp. 6569-6584 ◽  
Author(s):  
Yohei Shimizu ◽  
Shi-Liang Shi ◽  
Hiroyuki Usuda ◽  
Motomu Kanai ◽  
Masakatsu Shibasaki
Keyword(s):  
Total Synthesis ◽  
Asymmetric Total Synthesis ◽  
Catalytic Asymmetric
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