共查询到20条相似文献,搜索用时 15 毫秒
1.
《Tetrahedron: Asymmetry》2005,16(19):3283-3290
A flexible stereoselective route to synthesize both enantiomers of the highly functionalized substituted tetrahydrofurans and α,β-unsaturated-δ-lactones, goniothales diol, altholactone, and isoaltholactone, from readily available cinnamyl alcohol is described. This approach derived its asymmetry from Sharpless catalytic asymmetric epoxidation and Sharpless asymmetric dihydroxylation reactions. The resulting diols were produced in high enantiomeric excess and were cyclized in a stereoselective manner in the presence of a catalytic amount of camphor sulfonic acid. 相似文献
2.
J.S. Yadav K. Premalatha S.J. Harshavardhan B.V. Subba Reddy 《Tetrahedron letters》2008,49(48):6765-6767
The synthesis of the styryl lactone Leiocarpin C has been achieved in a highly stereoselective manner using Jacobsen’s kinetic resolution, Sharpless asymmetric epoxidation and Sharpless asymmetric dihydroxylation as key steps. This is the first total synthesis of Leiocarpin C, and thus establishes for the first time the absolute stereochemistry of this natural product. 相似文献
3.
A stereoselective synthesis of functionalized tetrahydropyran D‐ring of methyl sartortuoate ( 1 ) was achieved starting from geraniol in a high yield. Sharpless asymmetric kinetic resolution, asymmetric dihydroxylation as well as asymmetric epoxidation were applied as key steps to establish all the four stereocenters of the D‐ring. 相似文献
4.
Sridhar Musulla Bharathi Kumari Y Mahesh Madala Srinivasa Rao A Vema Venkata Naresh 《合成通讯》2018,48(13):1657-1662
The total synthesis of an 18-membered polyhydroxylated macrolide (+)-Aspicilin was accomplished starting from commercially available enantiopure propylene oxide and D-(+)-gluconolactone by asymmetric synthetic approach. The key reactions involved are Witttig reaction, Sharpless asymmetric dihydroxylation, and Yamaguchi macrolactonization. 相似文献
5.
Mopuri Sudhakar Reddy Gembali Manikanta Palakodety Radha Krishna 《Tetrahedron letters》2019,60(6):504-506
The first stereoselective total synthesis of antibiotic macrolide Berkeleylactone F is described. The synthetic sequence notably features Sharpless kinetic resolution to access chiral epoxide followed by its regioselective ring-opening reaction, Sharpless asymmetric reaction and ring-closing metathesis. 相似文献
6.
D.G.S. Sudhakar Ch. Venkata Ramana Reddy Srinivasa Rao Alapati 《Tetrahedron letters》2019,60(37):151027
An efficient stereoselective total synthesis of balticolid has been accomplished starting from known aldehyde. The key steps involved in this synthesis are Sharpless asymmetric epoxidation, Wittig olefination, alkylation of 1,3-dithiane and Yamaguchi macrolactonization. 相似文献
7.
G. ShankaraiahR. Sateesh Chandra Kumar B. PoornimaK. Suresh Babu 《Tetrahedron letters》2011,52(38):4885-4887
A simple and efficient stereoselective synthesis of naturally occurring pyrrolidine alkaloid, radicamine B has been accomplished in 13 steps from the commercially available starting materials with an overall yield of 9.75%. The synthesis utilizes Sharpless asymmetric epoxidation and Horner-Wadsworth-Emmons (HWE) olefination as key steps. 相似文献
8.
An efficient stereoselective synthesis of the C33-C44 fragment of palau’amide is described using a Sharpless asymmetric epoxidation, a regioselective nucleophilic ring opening of the epoxide, a Grignard reaction and a Luche stereoselective reduction of a keto compound as the key steps. 相似文献
9.
A stereoselective total synthesis of oplopandiol, oploxyne A, and (−)-oploxyne B is described. The key reactions include Sharpless asymmetric epoxidation, d-proline catalyzed aminoxylation, Cadiot–Chodkiewicz cross-coupling reaction, m-CPBA induced substrate-controlled stereoselective epoxidation, and Lewis acid catalyzed stereo- and regioselective ring-opening of epoxide. 相似文献
10.
(-)-Slaframinel,anindolizidincalkal()idisolatedtYomthcfungusR/7i~()c't())IicllegIInlinicolainl965',usuallyinItctsleguminouscattle1tcdsandisrcsponsiblcli>rexcessivesalivationintheanimals.Also,lshowsthep()tcntialityinthetreatmentofdiseasesinvolvingcholinergenicdysfunction,andevenhassomebcneficialeffcctsonruminantdigestivefunction.Muchattentionhasbecndevotedtoitssynthesis'sinccitsabs()lutcstere()chcmistrywasestablishedas(lS,6S,8aS)-l-acetoxy-6-an1in()-ind()lizidine'.Thefirstenantioselectiveto… 相似文献
11.
An efficient stereoselective total synthesis of (+)-boronolide from valeraldehyde is described. The key steps include a Sharpless asymmetric hydroxylation, a chelation-controlled vinyl Grignard reaction followed by a Sharpless asymmetric epoxidation, hydrolytic kinetic resolution, and a ring-closing metathesis. 相似文献
12.
A simple and efficient approach to (+)-nephrosteranic acid from dodecanol as a starting material is described, employing Sharpless asymmetric epoxidation, ring-closing metathesis, and Gilman addition of a vinyl group as key steps. These key reactions allow fast access to trisubstituted γ-butyrolactone. The molecule synthesized exhibits potent antifungal, antibacterial, and cytotoxic activities against all the tested strains. 相似文献
13.
An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dihydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. 相似文献
14.
A stereoselective formal total synthesis of borrelidin is described. The synthetic strategy for synthesis of C1-C11 fragment features desymmetrization of Diels-Alder adduct, Sharpless asymmetric epoxidation, regioselective opening of chiral epoxide, and alkylation using Evans chiral auxiliary. 相似文献
15.
A chiral precursor of sarcophytol-Q, (11S)-3,7,11,15-tetramethyl-11-hydroxy-14-oxo-3E,7E,12E-hexadecatrienal, was synthesized in a convergent and stereoselective manner starting from geraniol and 4-hydroxy-2-butanone in nine steps. The key steps were asymmetric Sharpless epoxidation, base-induced dehydrohalogenation rearrangement of chiral epoxy chloride 5 and the phase transfer catalytic coupling reaction of allylic phenyl sulfone 4 with chiral allylic chloride 3 . 相似文献
16.
P. Janardhan ReddyA. Srinivas Reddy J.S. YadavB.V. Subba Reddy 《Tetrahedron letters》2012,53(32):4054-4055
The first stereoselective total synthesis of decytospolides A and B has been accomplished starting from n-hexanal. The key steps involved in this synthesis are Horner-Wittig reaction, Sharpless asymmetric epoxidation, and oxa-Michael reaction. 相似文献
17.
Diastereoselective first total synthesis of parvistone C 1 and C8-epimer 1a are described. The key features of our synthesis include Sharpless asymmetric dihydroxylation, stereoselective aryl Grignard reactions, Still–Gennari olefination, and intramolecular cyclization. 相似文献
18.
Intramolecular Diels-Alder approach to construct the fused AB ring of trinervitane has been demonstrated efficiently. The key intermediate for the Diels-Alder cyclization has been achieved following highly stereoselective Julia-Kocienski olefination, Sharpless epoxidation and Evan’s asymmetric alkylation as the key reactions. 相似文献
19.
The asymmetric dihydroxylation of α,β-unsaturated sulfones under Sharpless conditions affords enantioenriched α-hydroxyaldehydes in a complex mixture of dimeric species. These mixtures undergo olefination generating the corresponding α,β-unsaturated esters or furan-2(5H)-ones with high levels of enantiomeric excess. The application of this method for the rapid stereoselective synthesis of the furanone natural products; quercus lactone and maritolide, are described. 相似文献
20.
Srilatha Avuluri Sheshurao Bujaranipalli Saibal Das J.S. Yadav 《Tetrahedron letters》2018,59(39):3547-3549
A first stereoselective total synthesis of 14-memebered β-resorcylic macrolactone 5′-hydroxyzearalenone (1) has been achieved. The key steps are Jocobsen hydrolytic kinetic resolution, Sharpless asymmetric dihydroxylation, Vilsmeier-Haack reaction, Mitsunobu esterification and ring-closing metathesis. 相似文献