Total Synthesis of Atisane-Type Diterpenoids: Application of Diels–Alder Cycloadditions of Podocarpane-Type Unmasked ortho-Benzoquinones

L Song, G Zhu, Y Liu, B Liu, S Qin - Journal of the American …, 2015 - ACS Publications
Few examples of [4+ 2] cycloaddition with unmasked ortho-benzoquinones (UMOBs) as
carbodiene have been reported in complex molecule synthesis. Herein we report that this …

Extended Corey–Chaykovsky reactions: transformation of 2-hydroxychalcones to benzannulated 2, 8-dioxabicyclo [3.2. 1] octanes and 2, 3-dihydrobenzofurans

AA Fadeev, AS Makarov, OA Ivanova… - Organic Chemistry …, 2022 - pubs.rsc.org
We report the divergent synthesis of benzannulated 2, 8-dioxabicyclo [3.2. 1] octanes and 2,
3-dihydrobenzofurans using the concept of extended Corey–Chaykovsky reactions. With this …

Tetracyclic diterpenoid synthesis facilitated by ODI-cascade approaches to bicyclo [3.2. 1] octane skeletons

K Gao, J Hu, H Ding - Accounts of Chemical Research, 2021 - ACS Publications
Conspectus Tetracyclic diterpenoids (C20) mainly refer to the plant terpenoids bearing
biogenetically related carbon skeletons derived from copalyl diphosphates (ent-CPP and …

Internal azomethine ylide cycloaddition methodology for access to the substitution pattern of aziridinomitosene A

DR Bobeck, DL Warner, E Vedejs - The Journal of organic …, 2007 - ACS Publications
Highly substituted, tethered alkyne dipolarophiles participate in the internal 2+ 3
cycloaddition with azomethine ylides generated by treatment of oxazolium salts with cyanide …

Total syntheses of trichorabdal A and maoecrystal Z

Z Lv, B Chen, C Zhang, G Liang - Chemistry–A European …, 2018 - Wiley Online Library
This work reports the total syntheses of Isodon diterpenes trichorabdal A and maoecrystal Z
via a common bicyclo [3.2. 1] octane intermediate, which chemically bridges the two distinct …

Stereoselective total synthesis of hainanolidol and harringtonolide via oxidopyrylium-based [5+ 2] cycloaddition

M Zhang, N Liu, W Tang - Journal of the American Chemical …, 2013 - ACS Publications
The tetracyclic carbon skeleton of hainanolidol and harringtonolide was efficiently
constructed by an intramolecular oxidopyrylium-based [5+ 2] cycloaddition. An anionic ring …

[引用][C] Synthesis of 2-Azatricyclo[5.2.1.04,10]decanes and 2,5-Diazatricyclo[5.2.1.04,10]decanes by Intramolecular Azomethine Ylide Cycloadditions

LE Overman, JE Tellew - The Journal of Organic Chemistry, 1996 - ACS Publications
The dipolar cycloaddition of azomethine ylides with suitable dipolarophiles is a powerful
method for the synthesis of pyrrolidines, pyrrolines, and pyrroles. 2 The original, and still …

Molecular complexity from aromatics. Cycloaddition of spiroepoxycyclohexa-2, 4-dienones and intramolecular Diels–Alder reaction: a stereoselective entry into …

V Singh, P Bhalerao, BC Sahu, SM Mobin - Tetrahedron, 2013 - Elsevier
A stereoselective approach to tetracyclic core of atisane diterpenoids is described. Oxidative
dearomatization, intermolecular cycloaddition of spiroepoxycyclohexa-2, 4-dieone with ethyl …

Straightforward access to the [3.2. 2] nonatriene structural framework via intramolecular cyclopropenation/Buchner reaction/Cope rearrangement cascade

X Xu, X Wang, PY Zavalij, MP Doyle - Organic letters, 2015 - ACS Publications
A one-pot cascade process of benzyl enoldiazoacatates, initiated by dirhodium (II)-catalyzed
intramolecular cyclopropene formation, occurs via a subsequent Buchner reaction and Cope …

Trimethylenemethane diyl mediated tandem cycloaddition reactions: mechanism based design of synthetic strategies

HY Lee - Accounts of Chemical Research, 2015 - ACS Publications
Conspectus Several criteria for the measure of synthetic strategies toward “ideal synthesis”
are available to guide the design and evaluation of the synthetic strategies toward the target …