34825-94-0Relevant articles and documents
Chemoselective Homologation-Deoxygenation Strategy Enabling the Direct Conversion of Carbonyls into (n+1)-Halomethyl-Alkanes
Citarella, Andrea,Holzer, Wolfgang,Ielo, Laura,Langer, Thierry,Miele, Margherita,Pace, Vittorio,Urban, Ernst,Zehl, Martin
supporting information, p. 7629 - 7634 (2020/10/12)
The sequential installation of a carbenoid and a hydride into a carbonyl, furnishing halomethyl alkyl derivatives, is reported. Despite the employment of carbenoids as nucleophiles in reactions with carbon-centered electrophiles, sp3-type alkyl halides remain elusive materials for selective one-carbon homologations. Our tactic levers on using carbonyls as starting materials and enables uniformly high yields and chemocontrol. The tactic is flexible and is not limited to carbenoids. Also, diverse carbanion-like species can act as nucleophiles, thus making it of general applicability.
Nucleophilic Reactivity of Zinc and Copper Carbenoids. 2
Knochel, Paul,Chou, Tso-Sheng,Chen, Huai Gu,Yeh, Ming Chang P.,Rozema, Michael J.
, p. 5202 - 5204 (2007/10/02)
The rectivity of the new zinc and copper carbenoids PivOCH2Cu(CN)ZnI (4) and ICH2Cu*ZnI2 (5) toward various electrophiles has been investigated.Of special interest is the direct and highly stereoselective conversion of allylic bromides to the corresponding homoallylic iodides by using the reagent ICH2Cu*ZnI2
