154076-94-5Relevant academic research and scientific papers
Stereoselective alkenylation of aldehydes with phosphorus carbanions: Preparation of E- and Z-2-alkoxy- and 2-aryloxy-2-alkenoates
Seneci, Pierfausto,Leger, Isabelle,Souchet, Michel,Nadler, Guy
, p. 17097 - 17114 (2007/10/03)
Eighteen phosphorus-based alkenylation reagents 1a-6c were synthesized and condensed with n-butyraldehyde 7a and benzaldehyde 7f. They were condensed with the aldehydes 7b-e,g-n to produce 2-methoxy-2-alkenoates 8a-n and 2-phenoxy-2-alkenoates 9a-n. A dis
Synthesis of functionalized phenolic derivatives via the benzannulation of dienylketenes formed by a thermal Wolff rearrangement of α-diazo-β-keto compounds
Collomb, Didier,Deshayes, Christian,Doutheau, Alain
, p. 6665 - 6684 (2007/10/03)
Eleven conjugated dienyl α-diazo-β-keto derivatives were prepared from α,β-unsaturated carbonyl compounds. Their thermolysis induced a Wolff rearrangement generating an intermediate dienyl ketene whose isomer which has the required configuration of the internal double bond underwent a benzannylation thus forming the corresponding phenolic derivatives. When γ-substituted by a methoxy group both stereoisomers of the diazo compounds gave rise to the phenolic derivatives due to the reversible formation of an intermediate cyclobutenone which permitted the isomerization of the nonproductive transient dienylketene into the productive one.
Stereoselective addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives - Alternative synthesis of (±)-diltiazem
Miyata, Okiko,Shinada, Tetsuro,Naito, Takeaki,Ninomiya, Ichiya,Date, Tadamasa,Okamura, Kimio
, p. 8119 - 8128 (2007/10/02)
A stereocontrolled synthesis of (±)-diltiazem by applying nucleophilic addition of 2-aminothiophenol to α-alkoxycinnamic acid derivatives is described.
