884338-28-7

Upstream product

• 1035662-48-6 C₄₀H₅₆O₈Si 
• 884338-26-5 (S)-4-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-butane-1,3-diol 
• 884338-24-3 (E)-4-((4S,5R,6R)-6-Benzyloxymethyl-2,2,5-trimethyl-[1,3]dioxan-4-yl)-but-2-en-1-ol 

Downstream Products

• 884338-29-8 2-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-ethanol 
• 884338-30-1 (S)-1-[(2R,4S,5S,6R)-6-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-5-methyl-tetrahydro-pyran-2-yl]-pent-3-yn-2-ol 
• 884338-34-5 {(2S,3S,4S,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[(S)-2-hydroxy-2-((1S,2S)-2-methyl-cyclopropyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-acetic acid allyl ester 
• 884338-31-2 (2R,3S,4S,6R)-2-Benzyloxymethyl-4-(tert-butyl-diphenyl-silanyloxy)-3-methyl-6-[(S)-2-((1S,2S)-2-methyl-cyclopropyl)-2-triethylsilanyloxy-ethyl]-tetrahydro-pyran 
• 884338-37-8 (1S,5S,7R,9S,10S,11S,15S,17R,19S,20S)-9,19-Bis-(tert-butyl-diphenyl-silanyloxy)-10,20-dimethyl-5,15-bis-((1S,2S)-2-methyl-cyclopropyl)-4,14,21,22-tetraoxa-tricyclo[15.3.1.1^7,11]docosane-3,13-dione 
• 884338-36-7 {4-(tert-butyl-diphenyl-silanyloxy)-6-[2-({4-(tert-butyl-diphenyl-silanyloxy)-6-[2-hydroxy-2-(2-methyl-cyclopropyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-acetoxy)-2-(2-methyl-cyclopropyl)-ethyl]-3-methyl-tetrahydro-pyran-2-yl}-acetic acid 
• 884338-35-6 C₆₉H₁₀₀O₉Si₃ 
• 1035662-44-2 C₃₂H₄₂O₄Si 

Relevant academic research and scientific papers

Total synthesis of clavosolide A

For the total synthesis of (-)-clavosolide A described herein, a Schmidt glycosidation reaction was used to attach the sugar moiety at an early stage in the synthesis to the 4-hydroxy group of the substituted tetrahydropyran unit of the molecule, which itself was built following a Ti(III)-mediated method developed by us earlier, and at the end, it was the Yamaguchi reaction that was successfully employed for the cyclodimerization of the two halves of the molecule leading to its total synthesis.

Studies directed towards the total synthesis of clavosolides: Synthesis of an isomer of clavosolide A

The total synthesis of clavosolide A, employing a radical-mediated route to build its substituted tetrahydropyran unit, a Yamaguchi reaction to construct the diolide aglycon and the Schmidt method for the final glycosidation step, revealed that the report