61187-72-2Relevant academic research and scientific papers
Geometrically selective synthesis of functionalized β,β -disubstituted vinylic sulfoxides by Cu-catalyzed conjugate addition of organozinc reagents to 1-alkynyl sulfoxides
Maezaki, Naoyoshi,Sawamoto, Hiroaki,Yoshigami, Ryoko,Suzuki, Tomoko,Tanaka, Tetsuaki
, p. 1345 - 1347 (2003)
(Matrix presented) A new synthetic method of chiral β,β -disubstituted vinylic sulfoxides bearing various functionalities has been developed by employing Cu-catalyzed conjugate addition of an organozinc reagent to chiral 1-alkynyl sulfoxide. Since the reaction proceeds with very high syn-selectivity, both geometric β,β-disubstituted vinylic sulfoxides were stereoselectively synthesized by changing the combination of 1-alkynyl sulfoxide and the organozinc reagent.
Pd-catalyzed sulfinylzincation of activated alkynes with 1-alkynyl sulfoxides as a sulfinyl source
Maezaki, Naoyoshi,Yagi, Suguru,Yoshigami, Ryoko,Maeda, Jun,Suzuki, Tomoko,Ohsawa, Shizuka,Tsukamoto, Kouji,Tanaka, Tetsuaki
, p. 5550 - 5558 (2007/10/03)
Unprecedented Pd-catalyzed sulfinylzincation with 1-alkynyl sulfoxide as a sulfinyl source was developed. Bis-sulfinyl alkenes were formed in good yields on treatment of 1-alkynyl sulfoxides with Et2Zn in the presence of a Pd-catalyst, wherein
Palladium-catalyzed sulfinylzincation: 1-Alkynyl sulfoxides as a sulfinyl anion equivalent
Maezaki, Naoyoshi,Yoshigami, Ryoko,Maeda, Jun,Tanaka, Tetsuaki
, p. 3627 - 3629 (2007/10/03)
Figure presented Novel Pd-catalyzed sulfinylzincation of activated alkynes was developed, wherein 1-alkynyl sulfoxides work as a sulfinylating agent. Transfer of the sulfinyl group proceeded in a highly syn-selective fashion, giving a β-sulfinyl vinylzinc species. Using 3,3-dimethyl-1-butynyl p-tolyl sulfoxide as a sulfinyl source, heterocoupling with propiolate derivatives was also accomplished.
Stereoselective Synthesis of Alcohols, II Stereochemistry of the Sigmatropic Rearrangement of 3-Substituted 2-Alkenyl Sulfoxides
Goldmann, Siegfried,Hoffmann, Reinhard W.,Maak, Norbert,Geueke, Karl-Josef
, p. 831 - 844 (2007/10/02)
Rearrangement of the 3-E-substituted allyl sulfoxides 5 to the allyl alcohols 19 and 30 proceeds with low enantiomeric selectivity.In contrast, the 3-Z-substituted allyl sulfoxide 7b rearranged uniformly via the endo-transition state 26.
