651057-28-2

Upstream product

• 651057-33-9 acetic acid 1-(3-benzyloxy-propyl)-5-(tert-butyl-diphenyl-silanyloxy)-pentyl ester 
• 651057-26-0 Acetic acid (S)-1-(3-benzyloxy-propyl)-hex-5-enyl ester 
• 651057-27-1 Acetic acid (S)-1-(3-benzyloxy-propyl)-5-hydroxy-pentyl ester 
• 651057-25-9 (S)-1-Benzyloxy-non-8-en-4-ol 
• 651057-32-8 acetic acid 5-(tert-butyl-diphenyl-silanyloxy)-1-(3-methanesulfonyloxy-propyl)-pentyl ester 
• 197219-12-8 (4Z)-8-(tert-butyldiphenylsilyloxy)-4-octen-1-ol 

Relevant academic research and scientific papers

Asymmetric iodocyclization catalyzed by salen-CrIIICl: Its synthetic application to swainsonine

The previously developed enantioselective iodocyclization of γ-hydroxy-cis-alkenes required 30 mol% of (R,R)-salen-CoII complex as chiral catalyst and 0.75 equivalent of N-chlorosuccinimide (NCS) as activator to produce 2-substituted tetrahydrofurans with 61 to 90% ee. Due to the considerable loading amount of the CoII complex, another more effective catalyst was pursued by screening (R,R)-salentransition metal complexes. When 10 mol % of the catalysts were applied with 0.5 equivalent of NCS, a higher level of stereoselectivity was attained with the corresponding CrIIICl (84% ee), MnIICl (52% ee) and CoII complexes (66% ee). Refinement of the conditions established a novel catalytic enantioselective iodocyclization protocol using iodine in the presence of 7 mol% of (R,R)-salen-CrIIICl complex activated by 0.7 equivalent of NCS in toluene to induce 74 to 93 % ee.

Enantioselective mercuriocyclization of γ-hydroxy-cis-alkenes

Asymmetric mercuriocyclization of γ-hydroxy-(Z)-alkenes has been achieved using Hg(II) complexed with tartrate-derived 4-(2-naphthyl)bisoxazoline as chiral ligand to give rise to 2-monosubstituted tetrahydrofurans in 86-95% ee. Not only the linker connect