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.

scholarly journals The total synthesis of D-chalcose and its C-3 epimer

2013 ◽  
Vol 9 ◽  
pp. 2620-2624 ◽  
Author(s):  
Jun Sun ◽  
Song Fan ◽  
Zhan Wang ◽  
Guoning Zhang ◽  
Kai Bao ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Grignard Reaction ◽  
Efficient Synthesis ◽  
Camphorsulfonic Acid ◽  
Asymmetric Dihydroxylation ◽  
Key Steps ◽  
Stereogenic Center ◽  
Hydroxy Groups

We completed a new and efficient synthesis of D-chalcose (I) and the first synthesis of its C-3 epimer (I′) in nine steps with overall yields of 23% and 24%, respectively. The key steps in the sequence were the formation of the stereocenter on C3 via Grignard reaction, the introduction of the stereogenic center on C2 by Sharpless asymmetric dihydroxylation, the protection of the C1 and C2 hydroxy groups with tert-butyldimethylsilyl trifluoromethanesulfonate (TBSOTf), and the selective cleavage of the primary OTBS ether using catalytic DL-10-camphorsulfonic acid (CSA) in MeOH.

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.

Total synthesis of (+)-monocerin via tandem dihydroxylation-SN2 cyclization and a copper mediated tandem cyanation–lactonization approach

2014 ◽  
Vol 12 (31) ◽  
pp. 5973-5980 ◽  
Author(s):  
U. Nookaraju ◽  
Eeshwaraiah Begari ◽  
Pradeep Kumar
Keyword(s):  
Total Synthesis ◽  
Asymmetric Dihydroxylation ◽  
Novel Synthesis ◽  
Key Steps ◽  
Julia Olefination

A simple and novel synthesis of (+)-monocerin was achieved from 3-buten-1-ol employing HKR, Julia olefination, intramolecular tandem Sharpless asymmetric dihydroxylation-SN2 cyclization and a novel copper mediated tandem cyanation–cyclization as the key steps.

An Asymmetric Total Synthesis of D-Homo Steroids Involving a Lewis Acid Directed Diels-Alder Reaction

1978 ◽  
Vol 8 (7) ◽  
pp. 427-436 ◽  
Author(s):  
Noal Cohen ◽  
Bruce L. Banner ◽  
Wayne F. Eichel ◽  
Zdenek Valenta ◽  
Robert A. Dickinson
Keyword(s):  
Total Synthesis ◽  
Lewis Acid ◽  
Alder Reaction ◽  
Diels Alder ◽  
Asymmetric Total Synthesis ◽  
Diels Alder Reaction

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.

First Stereoselective Total Synthesis of Anti-Inflammatory Metabolite­ Penicillinolide A

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1427-1434 ◽  
Author(s):  
Palakodety Krishna ◽  
Mopuri Reddy ◽  
Gembali Manikanta
Keyword(s):  
Total Synthesis ◽  
Kinetic Resolution ◽  
Asymmetric Allylation ◽  
Asymmetric Total Synthesis ◽  
Hydrolytic Kinetic Resolution ◽  
Anti Inflammatory ◽  
Key Steps

The first asymmetric total synthesis of penicillinolide A is described. Key steps of the synthesis involve Jacobsen’s hydrolytic kinetic resolution (HKR), chelation controlled allylation, Brown’s asymmetric allylation, hydroboration, and Yamaguchi lactonization.

A stereoselective approach to indolizidine and pyrrolizidine alkaloids: total synthesis of (−)-lentiginosine, (−)-epi-lentiginosine and (−)-dihydroxypyrrolizidine

2014 ◽  
Vol 12 (25) ◽  
pp. 4454-4460 ◽  
Author(s):  
Shruti Vandana Kauloorkar ◽  
Vishwajeet Jha ◽  
Ganesh Jogdand ◽  
Pradeep Kumar
Keyword(s):  
Total Synthesis ◽  
Pyrrolizidine Alkaloids ◽  
Starting Material ◽  
Asymmetric Dihydroxylation ◽  
Key Steps

The total synthesis of (−)-lentiginosine, epi-1,2-lentiginosine and dihydroxypyrrolizidine is reported from an aldehyde as a starting material using organocatalysis and asymmetric dihydroxylation as key steps.

Sign in / Sign up

Export Citation Format

Share Document