Organocopper reagents: substitution, conjugate addition, carbo/metallocupration, and other reactions

BH Lipshutz, S Sengupta - Organic Reactions, 2004 - Wiley Online Library
Well over a decade ago, two reviews were contributed to the Organic Reactions series
covering substitution and conjugate addition reactions in organocopper chemistry. Their …

Radical hydrostannylation, Pd (0)-catalyzed hydrostannylation, stannylcupration of propargyl alcohols and enynols: Regio-and stereoselectivities

JF Betzer, F Delaloge, B Muller… - The Journal of …, 1997 - ACS Publications
Different enynols and propargyl derivatives were sumitted to radical hydrostannylation
(Bu3SnH/AIBN), Pd (0)-catalyzed hydrostannylation [Bu3SnH/Pd (0)], and stannylcupration …

Total synthesis of the spirocyclic imine marine toxin (−)-gymnodimine and an unnatural C4-epimer

K Kong, Z Moussa, C Lee, D Romo - Journal of the American …, 2011 - ACS Publications
The first total synthesis of the marine toxin (−)-gymnodimine (1) has been accomplished in a
convergent manner. A highly diastereo-and enantioselective exo-Diels–Alder reaction …

Heterobimetallic Control of Regioselectivity in Alkyne Hydrostannylation: Divergent Syntheses of α- and (E)-β-Vinylstannanes via Cooperative Sn–H Bond Activation

LJ Cheng, NP Mankad - Journal of the American Chemical …, 2019 - ACS Publications
Cooperative Sn–H bond activation of hydrostannanes (Bu3SnH) by tunable heterobimetallic
(NHC) Cu–[MCO] catalysts ([MCO]= FeCp (CO) 2 or Mn (CO) 5) enables the catalytic …

Synthesis, Structures, and Reactivity of Organostannanides and Organogermanides of Copper (I)

RSC Charman, DJ Liptrot - ChemPlusChem, 2024 - Wiley Online Library
Organogermane and organostannane compounds are valuable reagents in cross coupling
reactions, and copper (I) germanide and stannanide complexes can provide convenient …

A Unified Total Synthesis of the Immunomodulators (−)-Rapamycin and (−)-27-Demethoxyrapamycin: Assembly of the Common C (1− 20) Perimeter and Final …

AB Smith, SM Condon, JA McCauley… - Journal of the …, 1997 - ACS Publications
The potent, naturally occurring immunomodulators (−)-rapamycin (1) and (−)-27-
demethoxyrapamycin (2) have been synthesized via a unified and highly convergent …

Total synthesis studies on macrocyclic pipecolic acid natural products: FK506, the antascomicins and rapamycin

ML Maddess, MN Tackett, SV Ley - Natural Compounds as Drugs: Volume …, 2008 - Springer
This chapter derives its inspiration from the challenges presented to total synthesis chemists,
by a particular group of macrocyclic pipecolic acid natural products. Although there is …

Copper-catalyzed silylcupration of activated alkynes

S Vercruysse, K Jouvin, O Riant, G Evano - Synthesis, 2016 - thieme-connect.com
A highly efficient catalytic silylcupration of activated alkynes is reported. Upon reaction with
silylboronates and methanol in THF at room temperature in the presence of copper (I) …

NMR Spectroscopic Investigation of the Adducts Formed by Addition of Cuprates to Ynoates and Ynones: Alkenylcuprates or Allenolates?

K Nilsson, T Andersson, C Ullenius… - … A European Journal, 1998 - Wiley Online Library
Alkenylcuprates or allenolates–that is the question! The structures of the adducts formed by
addition of cuprates to ynones and ynoates has been a matter of controversy for several …

Amphidinolide B:  Asymmetric Synthesis of a C7−C20 Synthon

A Gopalarathnam, SG Nelson - Organic Letters, 2006 - ACS Publications
An asymmetric synthesis of a C7− C20 synthon of amphidinolide B is described. The
synthesis entails the construction of C7− C13 and C14− C20 fragments and makes …