@article {47365, title = {Unified approach for the total aynthesis of Bis-THF C-15 acetogenins: a chloroenyne from laurencia majuscula, laurendecumenyne B and laurefurenynes A/B}, journal = {Synthesis-Stuttgart}, year = {2021}, month = {MAY}, type = {Article; Early Access}, abstract = {

A highly diastereoselective total synthesis of several bis-THF C-15 acetogenin natural products, chloroenyne from Laurencia majuscula, laurendecumenyne B, and laurefurenyries A/B, is reported. Additionally the synthesis of an advanced intermediate reported in the earlier total synthesis of (E/Z)-elatenynes (formal synthesis) is described. The salient features in the synthesis include epoxide opening, Birch reduction, Sharpless asymmetric dihydroxylation-cycloetherification, S(N)2 halogenation, and a relay cross metathesis.

}, keywords = {bis-THF C-15 acetogenins, carbohydrate building block, relay-cross-metathesis, S(N)2 halogenation, Sharpless asymmetric dihydroxylation-cycloetherification}, issn = {0039-7881}, doi = {10.1055/a-1500-1407, Early Access Date = MAY 2021}, author = {Senapati, Sibadatta and Unmesh, Nivedya A. and Shet, Manoj N. and Ahmad, Iram and Ajikumar, Nandu and Ramana, Chepuri V.} } @article {47614, title = {Unified approach for the total synthesis of Bis-THF C-15 acetogenins: a chloroenyne from laurencia majuscula, laurendecumenyne B and laurefurenynes A/B}, journal = {Synthesis-Stuttgart}, volume = {53}, year = {2021}, month = {AUG }, pages = {2903-2910}, type = {Article}, abstract = {A highly diastereoselective total synthesis of several bis-THF C-15 acetogenin natural products, chloroenyne from Laurencia majuscula, laurendecumenyne B, and laurefurenyries A/B, is reported. Additionally the synthesis of an advanced intermediate reported in the earlier total synthesis of (E/Z)-elatenynes (formal synthesis) is described. The salient features in the synthesis include epoxide opening, Birch reduction, Sharpless asymmetric dihydroxylation-cycloetherification, S(N)2 halogenation, and a relay cross metathesis.}, keywords = {bis-THF C-15 acetogenins, carbohydrate building block, relay-cross-metathesis, S(N)2 halogenation, Sharpless asymmetric dihydroxylation-cycloetherification}, issn = {0039-7881}, doi = {10.1055/a-1500-1407}, author = {Senapati, Sibadatta and Unmesh, Nivedya A. and Shet, Manoj N. and Ahmad, Iram and Ajikumar, Nandu and Ramana, Chepuri V.} } @article {48730, title = {Concise approach for the synthesis of the tetracyclic framework of Lycibarbarines A and B}, journal = {Tetrahedron Letters}, volume = {121}, year = {2023}, month = {MAY }, type = {Article}, abstract = {

A simple approach for the construction of the tetracyclic spiroketal skeleton of Lycibarbarine A and B has been described. Employing a solvent free condition for epoxide opening with tetrahydroquinoline as a key reaction to couple both the fragments, an oxidation followed by TBAF-mediated silyl deprotection spiroketalization establishes the complete tetracyclic core present in these natural products. (c) 2023 Elsevier Ltd. All rights reserved.

}, keywords = {Chiral pool approach, D -Glyceraldehyde, Tetracyclic spiroketal, Total synthesis}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2023.154493}, author = {Shet, Manoj N. and Nechooli, Hemanth K. and Ramana, Chepuri V.} } @article {49290, title = {Total synthesis of (-) and (+)-zingibergingerols A}, journal = {Journal of Organic Chemistry}, volume = {89}, year = {2024}, month = {OCT }, pages = {16923-16928}, type = {Article}, abstract = {

The first total synthesis of both of the enantiomers of Zingibergingerol A has been accomplished. The distinctive 3,7,9-trioxabicyclo[4.2.1]nonane skeleton is crafted through gold-catalyzed alkynol cycloisomerization. The synthesis comprises sequential C-C bond formations at both ends of epichlorohydrin: first opening the epoxide with eugenol-derived alkyne, followed by subsequent epoxide installation, and again opening with a Grignard reagent. The resulting alkynol with a fixed C5 stereochemistry was subjected to O-allylation, followed by dihydroxylation and alkynol cycloisomerization.

}, issn = {0022-3263}, doi = {10.1021/acs.joc.4c01649}, author = {Shet, Manoj N. and Ramana, Chepuri V.} }