Stereospecific Aminative Cyclizations Triggered by Intermolecular Aza‐Prilezhaev Alkene Aziridination

MJS Smith, W Tu, CM Robertson… - Angewandte …, 2023 - Wiley Online Library
Under acidic reaction conditions (TFA), deprotection of BocNR (OSO2R) reagents triggers
intermolecular aminative cyclizations of alkenes equipped with pendant nucleophiles. The …

Surprising unreactivity of cholesterol-5, 6-epoxides towards nucleophiles

MR Paillasse, N Saffon, H Gornitzka… - Journal of lipid …, 2012 - ASBMB
We recently established that drugs used for the treatment and the prophylaxis of breast
cancers, such as tamoxifen, were potent inhibitors of cholesterol-5, 6-epoxide hydrolase …

Cyclic Metalated Nitriles: Stereoselective Cyclizations to cis‐ and trans‐Hydrindanes, Decalins, and Bicyclo[4.3.0]undecanes

FF Fleming, S Gudipati - European journal of organic chemistry, 2008 - Wiley Online Library
Metalated nitriles are nucleophilic chameleons whose precise identity is determined by the
nature of the metal, the solvent, the temperature, and the structure of the nitrile. The review …

Tandem driven dynamic combinatorial resolution via Henry–iminolactone rearrangement

M Angelin, P Vongvilai, A Fischer… - Chemical …, 2008 - pubs.rsc.org
Tandem driven dynamic combinatorial resolution via Henry–iminolactone rearrangement -
Chemical Communications (RSC Publishing) DOI:10.1039/B716521H Royal Society of …

Sulfones as Synthetic Linchpins: Transition‐Metal‐Free sp3–sp2 and sp2–sp2 Cross‐Couplings Between Geminal Bis(sulfones) and Organolithium Compounds

BM Trost, CA Kalnmals - Chemistry–A European Journal, 2018 - Wiley Online Library
A valuable umpolung strategy that highlights the ambiphilic nature of the bis (phenylsulfonyl)
methyl synthon and demonstrates its utility as a synthetic linchpin is reported. Although the …

Sulfinylnitriles: Sulfinyl–Metal Exchange–Alkylation Strategies

D Nath, FF Fleming - Chemistry–A European Journal, 2013 - Wiley Online Library
Adding organolithiums, Grignard reagents, or zincates to sulfinylnitriles triggers a facile
sulfinyl–metal exchange to afford N‐or C‐metalated nitriles. Sulfinyl–magnesium exchange …

A short access to 3-hydroxy-4-hydroxymethyltetrahydrofurans: application to the total synthesis of amphiasterin B4

H Salim, O Piva - The Journal of Organic Chemistry, 2009 - ACS Publications
The first total synthesis of amphiasterin B4, a secondary metabolite previously isolated from
Plakortis quasiamphiaster has been achieved. The core structure has been reached …

Stereoselective Synthesis of Pentacarbonyl (3-oxa-2-bicyclo [3.1. 0] hexylidene)-and Pentacarbonyl (cyclopropylmethoxymethylene) tungsten Compounds on the …

S Florio, FM Perna, R Luisi, J Barluenga… - The Journal of …, 2004 - ACS Publications
The diastereoselective synthesis of pentacarbonyl-3-oxa-2-bicyclo [3.1. 0] hexylidene-and
pentacarbonyl (cyclopropylmethoxymethylene) tungsten compounds 4 and 9 by the reaction …

First Total Synthesis of the Sex Pheromone of the Oleander Scale Aspidiotus nerii: An Unusual Sesquiterpenic Functionalized Cyclobutane

I Petschen, A Parrilla, MP Bosch… - … A European Journal, 1999 - Wiley Online Library
The rational choice of a hydroxy protecting group, as shown by molecular modeling studies
and experimentally confirmed, is a key issue for the success of the first total synthesis of an …

Synthesis of (1′R,3S,4S)‐3‐[1′‐(tert‐Butyldimethylsilyloxy)ethyl]‐ 4‐(cyclopropylcarbonyloxy)azetidin‐2‐one

M Laurent, M Cérésiat, J Marchand‐Brynaert - 2006 - Wiley Online Library
The novel carbapenem precursor 1e has been synthesized from l‐threonine, cyclopropyl
methyl ketone and benzhydrylamine (for the introduction of the azetidinone N‐protecting …