81028-12-8Relevant academic research and scientific papers
The 1,3-dipolar cycloaddition reaction of chiral carbohydrate-derived nitrone and olefin: Towards long-chain sugars
Oukani, Hassan,Pellegrini-Mo?se, Nadia,Jackowski, Olivier,Chrétien, Fran?oise,Chapleur, Yves
, p. 205 - 214 (2013)
The thermal and microwave-activated 1,3-dipolar cycloadditions of several α,β-unsaturated esters derived from d-mannose and chiral nitrones derived from threitol have been studied as a model reaction en route to eleven carbon long chain carbohydrates. Ver
Stereoselective addition of Grignard reagents to sulfinimines derived from tartrate diol (threitol): Generation of chiral building blocks for the collective total synthesis of lentiginosine, conhydrine and methyldihydropalustramate
Prasad, Kavirayani R.,Rangari, Vipin Ashok
, (2019/08/20)
A systematic investigation of the addition of Grignard reagents to sulfinimines derived from tartaric acid diol was undertaken. It was observed that the chirality of the inherent tartrate moiety influences the diastereoselectivity of the resultant sulfinamides formed in the reaction. The formed products serve as excellent building blocks for the synthesis of natural products. This has been demonstrated in the collective total synthesis of lentiginosine, (+)-α-conhydrine and methyldihydropalustramate.
Stereoselective Synthesis of C1–C7 and C6–C22 Fragments of Phostriecin, Goniothalamines, and Their Analogues
Purushotham Reddy,Vasudeva Reddy,Sabitha, Gowravaram
, p. 4389 - 4399 (2018/09/11)
The stereoselective synthesis of two fragments (C1–C7 and C6–C22) of the anti-tumor agent phostriecin has been achieved. The chiral hydroxy-vinyl-δ-lactone building block (fragment C1–C7) was subsequently utilized for the synthesis of 5-hydroxygoniothalamin, 5-acetoxygoniothalamin, and their derivatives.
A facile approach for the synthesis of C13-C24 fragments of maltepolides A, C and D
Rao, P. Sankara,Srihari
, p. 9629 - 9638 (2016/10/22)
A linear, chiron approach for the synthesis of C13-C24 fragments of cytostatic maltepolides A, C and D consisting of a tetrahydrofuran subunit and a chiral alkenyl/alkyl substituent is achieved from (+)-diethyl l-tartrate. The other chiral stereocenters were generated by employing key reactions such as Crimmins aldol, alkynylation and CeCl3·7H2O mediated Luche reduction reactions.
A facile approach for the total synthesis of neurotrophic diyne tetraol petrosiol A and petrosiol E
Gangadhar, Pamarthi,Sathish Reddy,Srihari, Pabbaraja
, p. 5807 - 5817 (2016/08/30)
The first total synthesis of neurotrophic diacetylenic tetraol, petrosiol A and stereoselective total synthesis of petrosiol E was accomplished. The total synthesis involves Cadiot-Chodkiewicz coupling reaction as the key step for petrosiol A. The diastereorich chiral alcohol (third chiral center) was synthesized from CBS mediated stereoselective ketone reduction reaction for petrosiol E. Of the three chiral centers, the two chiral centers are originated from (+)-diethyl L-tartrate and the third chiral center was generated by an addition reaction of lithium trimethylsilylacetylide leading to two diastereomers which were used for the synthesis of both the natural products and their diastereomer C6-epi-petrosiol A and C6-epi-petrosiol E, respectively.
A facile chiral pool synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O
Vamshikrishna, Kuchena,Srinu, Garlapati,Srihari, Pabbaraja
, p. 203 - 211 (2014/03/21)
A facile chiral pool total synthesis of 9-epi-decarestrictine-D, decarestrictine-D and O has been achieved from l-(+)-diethyl tartrate. The strategy utilized is conventional and flexible. Wittig homologation and Grubbs ring closing metathesis are the key reactions employed for the synthesis of the title molecules.
Total syntheses of d-allo-1-deoxynojirimycin and l-talo-1-deoxynojirimycin via reductive cyclization
Chavan, Subhash P.,Dumare, Nilesh B.,Pawar, Kailash P.
, p. 40852 - 40858 (2015/02/05)
Synthesis of a polyhydroxypiperidine framework for l-talo-1-deoxynojirimycin and d-allo-1-deoxynojirimycin was achieved from l-tartaric acid by employing flash dihydroxylation and reductive lactamisation as the key steps. This journal is
A convergent and stereoselective total synthesis of phomolides G and H
Subba Reddy,Sivaramakrishna Reddy,Phaneendra Reddy,Yadav
, p. 501 - 504 (2014/03/21)
A stereoselective total synthesis of phomolides G and H, a polyketide natural products is described. The synthesis involves organocatalytic enantioselective asymmetric epoxidation, C1-Wittig olefination, and ring-closing metathesis as key steps. The use of organocatalytic MacMillan asymmetric epoxidation for the construction of two chiral centers of phomolides G and H makes this approach more attractive. Georg Thieme Verlag Stuttgart New York.
Stereoselective total synthesis of paecilomycin e
Srihari,Mahankali,Rajendraprasad
, p. 56 - 58 (2012/01/06)
First total synthesis of recently isolated resorcylic acid lactone paecilomycin E has been accomplished. The key reactions include olefin metathesis, Mitsunobu reaction, Stille coupling and regioselective allylation.
An efficient chiral-pool synthesis of botryolide-E
Madabhushi, Sridhar,Godala, Kondal Reddy,Beeram, China Ramanaiah,Chinthala, Narsaiah
, p. 5539 - 5540 (2012/11/07)
An efficient stereoselective total synthesis of botryolide-E by a chiral-pool approach is described. 2012 Elsevier Ltd. All rights reserved.
