957666-47-6

Upstream product

• 1392820-82-4 (4S,6S)-4-((tert-butyldimethylsilyl)oxy)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)tetrahydro-2H-pyran-2-one 
• 1392820-83-5 (4S,6S)-4-((tert-butyldimethylsilyl)oxy)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)tetrahydro-2H-pyran-2-yl acetate 
• 1392820-73-3 (R,E)-methyl 7-((tert-butyldiphenylsilyl)oxy)-5-hydroxyhept-2-enoate 
• 1392820-78-8 methyl 2-((2S,4S,6S)-6-(2-((tert-butyldiphenylsilyl)oxy)-ethyl)-2-phenyl-1,3-dioxan-4-yl)acetate 
• 1392820-81-3 (4S,6S)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-hydroxytetrahydro-2H-pyran-2-one 
• 112897-09-3 (3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1392820-85-7 (2-((2S,4R,6S)-6-allyl-4-((tert-butyldimethylsilyl)oxy)-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane 

Downstream Products

• 957666-48-7 C₃₄H₅₄O₄Si₂ 
• 957666-51-2 C₃₄H₅₄O₄Si₂ 
• 1392820-86-8 [(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetic acid 
• 1392820-88-0 2-((2R,4S,6S)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-hydroxytetrahydro-2H-pyran-2-yl)acetic acid 

Relevant academic research and scientific papers

Syntheses of (-)-cryptocaryolone and (-)-cryptocaryolone diacetate via a diastereoselective oxy-Michael addition and oxocarbenium allylation

The total syntheses of both (-)-cryptocaryolone and (-)-cryptocaryolone diacetate is presented herein. The usage of a diastereoselective oxy-Michael addition/benzylidene acetal formation coupled with a selective axial oxocarbenium allylation allowed for the preparation of the α-C-glycoside moiety present in the bicyclic bridged structure. In addition, the syn-1,3-diol of the linear portion was installed via a Wacker oxidation followed by a subsequent directed reduction of the appropriate homoallylic alcohol precursor.

Electrophile-induced ether transfer: Stereoselective synthesis of 2,4,6-trisubstituted tetrahydropyrans

(Chemical Equation Presented) A negative attack: Synthesis of 4-alkoxy-2,6-cis- and its stereocomplementary 4-alkoxy-2,6-trans- tetrahydropyrans has been achieved in high yield and with excellent stereocontrol by a common strategy: electrophile-induced ether-transfer, cyclization, and functionalization reactions (see scheme; Bn = benzyl; BPS = tert-butyldiphenylsilyl;TBS = tert-butyldimethylsilyl; TEA = triethylamine).