7515-42-6Relevant articles and documents
CuBr2-catalyzed ring opening/formylation reaction of cyclopropyl carbinols with DMF to synthesize formate esters
Zhuang, Daijiao,Gatera, Tharcisse,Yan, Rulong
supporting information, (2020/10/19)
An unprecedented protocol for the synthesis of formate esters has been developed by employing N,N-dimethylformamide (DMF) as both the source of CHO and solvent. This reaction undergoes ring opening of the cyclopropyl carbinols and in situ formation of homoallylic alcohols, which reacts with DMF to give the desired products. The substrate cyclopropyl carbinols with different groups participate smoothly in this process and the desired products are obtained in moderate to good yields.
HFIP Solvent Enables Alcohols to Act as Alkylating Agents in Stereoselective Heterocyclization
Zhu, Yuxiang,Colomer, Ignacio,Thompson, Amber L.,Donohoe, Timothy J.
supporting information, p. 6489 - 6493 (2019/05/06)
A new method for the stereoselective synthesis of highly functionalized oxygen heterocycles using allyl or benzyl alcohols as alkylating agents is presented. The process is efficient and atom economic, generating water as the only stoichiometric byproduct. Substoichiometric amounts of Ti(OiPr)4 in HFIP solvent are key to this reactivity, and the method tolerates a broad substitution pattern on both the alcohol initiator and homoallylic alcohol substrate. Preliminary mechanistic studies reveal in situ formation of a titanium complex with HFIP which may initiate the cyclization reaction. Further stereoselective functionalization of the products allows access to a diverse range of interesting heterocyclic structures.
InBr3-Catalyzed Deoxygenative Allylation of Benzylic and Allylic Alcohols and Acetates with Allyltrimethylsilane
Kim, Sang Hee,Shin, Chul,Pae, Ae Nim,Koh, Hun Yeong,Chang, Moon Ho,Chung, Bong Young,Cho, Yong Seo
, p. 1581 - 1584 (2007/10/03)
Deoxygenative allylations of benzylic and allylic alcohols and acetates with allyltrimethylsilane in the presence of a catalytic amount of InBr3 (5 mol percent) were successfully achieved in high yields.