334935-94-3

Upstream product

• 5949-05-3 (S)-Citronellal 
• 56994-89-9 (S)-(-)-citronellic acid,methyl ester 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 158661-84-8 methyl (S)-6-hydroxy-3-methylhexanoate 

Downstream Products

• 334935-96-5 6-(tert-butyl-diphenyl-silanyloxy)-3-methyl-hexanal 
• 334936-09-3 tert-butyl-[5-(6-methoxy-3,6-dihydro-2H-pyran-2-yl)-4-methyl-pentyloxy]-diphenyl-silane 
• 334936-05-9 9-(tert-butyl-diphenyl-silanyloxy)-6-methyl-non-1-en-4-ol 
• 334935-99-8 (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-2,3-dihydro-pyran-4-one 
• 334936-27-5 2-[5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-3,4-dihydro-2H-pyran-4-ol 
• 334936-18-4 (Z)-4-[(2R,6R)-6-((S)-2-Methyl-5-oxo-pentyl)-5,6-dihydro-2H-pyran-2-yl]-but-2-enoic acid 2,4-dimethoxy-benzyl ester 
• 334936-03-7 {6-[5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-5,6-dihydro-2H-pyran-2-yl}-acetaldehyde 
• 334936-31-1 (Z)-4-[(2R,6R)-6-((S)-5-Hydroxy-2-methyl-pentyl)-5,6-dihydro-2H-pyran-2-yl]-but-2-enoic acid 2,4-dimethoxy-benzyl ester 
• 334936-20-8 (Z)-4-[(2R,6R)-6-((S)-4-Formyl-2-methyl-pent-4-enyl)-5,6-dihydro-2H-pyran-2-yl]-but-2-enoic acid 2,4-dimethoxy-benzyl ester 
• 334936-01-5 acetic acid 2-[5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-3,4-dihydro-2H-pyran-4-yl ester 
• 334936-07-1 tert-Butyl-[(4S,6S)-6-(1-methoxy-allyloxy)-4-methyl-non-8-enyloxy]-diphenyl-silane 
• 334936-22-0 (Z)-4-[(2R,6R)-6-((S)-4-Hydroxymethyl-2-methyl-pent-4-enyl)-5,6-dihydro-2H-pyran-2-yl]-but-2-enoic acid 2,4-dimethoxy-benzyl ester 
• 334936-12-8 (Z)-4-{(2R,6R)-6-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid methyl ester 
• 334936-16-2 (Z)-4-{(2R,6R)-6-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-pentyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enoic acid 2,4-dimethoxy-benzyl ester 

Relevant academic research and scientific papers

Synthetic studies toward the microtubule-stabilizing agent laulimalide: Synthesis of the C1-C14 fragment

The C1-C14 fragment of the paclitaxel-like antimicrotubule agent laulimalide has been synthesized in 15 steps from L-(-)-citronellal. The C9 chiral center was established using an asymmetric allylation, the dihydropyran ring was prepared through ring-closing metathesis, and the exo-methylene was incorporated using Eschenmoser's salt.