443283-24-7Relevant academic research and scientific papers
Highly stereoselective syntheses of (E)-δ-boryl-anti-homoallylic alcoholsviaallylation with α-boryl-(E)-crotylboronate
Chen, Ming,Liu, Jiaming
, p. 10799 - 10802 (2021/10/20)
A highly stereoselective synthesis of (E)-δ-boryl-anti-homoallylic alcohols is developed. In the presence of a Lewis acid, aldehyde allylation with α-boryl-(E)-crotylboronate gave δ-boryl-anti-homoallylic alcohols in good yields with excellentE-selectivity. TheE-vinylboronate group in the products provides a useful handle for cross-coupling reactions as illustrated in the fragment synthesis of chaxamycins.
A highly stereoselective synthesis of glycidic amides based on a new class of chiral sulfonium salts: Applications in asymmetric synthesis
Sarabia, Francisco,Vivar-García, Carlos,García-Castro, Miguel,García-Ruiz, Cristina,Martín-Gálvez, Francisca,Sánchez-Ruiz, Antonio,Chammaa, Samy
supporting information, p. 15190 - 15201 (2013/01/15)
A new type of chiral sulfonium salts that are characterized by a bicyclic system has been designed and synthesized from α-amino acids. Their corresponding ylides, which were prepared by basic treatment of the sulfonium salts, reacted smoothly with a broad array of simple and chiral aldehydes to provide trans-epoxy amides in reasonable to very good yields and excellent stereoselectivities (>98 %). The obtained epoxy amides were found to be useful as synthetic building blocks. Thus, they were reduced into their corresponding epoxy alcohols and subjected to oxirane-ring-opening reactions with different types of nucleophiles.
Studies of fragment assembly aldol reactions of chiral aldehydes and chiral methyl ketones: Stereoselective synthesis of the C(13)-C(25) segment of scytophycin C
Roush, William R.,Dilley, Garrett J.
, p. 4955 - 4959 (2007/10/03)
A highly stereoselective synthesis of the C(13)-C(25) fragment of scytophycin C is described, along with stereochemical studies of the key fragment assembly methyl ketone aldol reaction.
