Xu, Chaofan; Tassone, Joseph P.; Mercado, Brandon Q.; Ellman, Jonathan A. published an article in 2022. The article was titled 《Stereoselective Synthesis of Allenyl Alcohols by Cobalt(III)-Catalyzed Sequential C-H Bond Addition to 1,3-Enynes and Aldehydes》, and you may find the article in Angewandte Chemie, International Edition.Product Details of 60656-87-3 The information in the text is summarized as follows:
An efficient and stereoselective CoIII-catalyzed sequential C-H bond addition to 1,3-enynes RCCCH=CH2 (R = t-Bu, tert-butyldimethylsilyl, 2-(benzyloxy)propan-2-yl, etc.) and aldehydes R1CHO (R1 = ethoxycarbonyl, (benzyloxy)methyl, OH, etc.) is disclosed. This transformation represents the first example of sequential C-H bond additions to 1,3-enynes and a second coupling partner and provides the first example of preparing allenes I (R2 = 4-methyl-3-[(pyrrolidin-1-yl)carbonyl]thiophen-2-yl, 3-(methylcarbamoyl)-1-benzothiophen-2-yl, 2-(pyridin-2-yl)benzen-1-yl, etc.) by C-H bond addition to 1,3-enynes. A wide range of aldehydes, C-H bond substrates and 1,3-enynes with large substituents on the alkynes are effective substrates. The allenyl alc. products I can be further converted to dihydrofurans II (R3 = H, Cl, F) with high stereoselectivity either in situ or under Ag-mediated cyclization conditions. The allenyl silyl group can also be transferred to the adjacent alc. by a Brook rearrangement. Moreover, a mechanism for the transformation is proposed and supported by X-ray structural characterization of a cobaltacycle intermediate. The experimental process involved the reaction of 2-(Benzyloxy)acetaldehyde(cas: 60656-87-3Product Details of 60656-87-3)
2-(Benzyloxy)acetaldehyde(cas: 60656-87-3) may be used in the following syntheses: (3S,5S)-methyl 6-benzyloxy-3,5-dihydroxyhexanoate ,(S)-5-benzyloxy-4-hydroxypentan-2-one, myxothiazols.Product Details of 60656-87-3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem