110202-09-0

Upstream product

• 110202-07-8 (E)-4-Methyl-6-(2',6',6'-trimethyl-1'-cyclohexenyl)hex-3-en-1-ol 
• 17283-81-7 4-(2,6,6-Trimethyl-cyclohex-1-enyl)-butan-2-on 
• 160084-07-1 Phosphoric acid diethyl ester 1-methylene-3-(2,6,6-trimethyl-cyclohex-1-enyl)-propyl ester 
• 121402-00-4 (E)-1,3,3-trimethyl-2-(3'-methylhexa-3',5'-dien-1-yl)cyclohex-1-ene 
• 36772-04-0 1-(3-Butynyl)-2,6,6-trimethyl-1-cyclohexene 
• 214421-52-0 2-Cyclopropyl-4-(2,6,6-trimethyl-cyclohex-1-enyl)-butan-2-ol 

Downstream Products

• 160084-12-8 (2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-hydroxymethyl-1-(N,N-di-n-butylamino)-2,6-nonadiene 
• 110202-10-3 (E)-2-Eth-(E)-ylidene-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-oct-5-enal 
• 110202-12-5 2-trimethylsilyl-4-<(3E,7E)-10-(2,6,6-trimethyl-1-cyclohexen-1-yl)-8-methyl-4-formyl-1-hydroxy-3,7-decadien-1-yl>-furan 
• 160084-14-0 tert-Butyl-[(E)-2-[2-chloro-eth-(E)-ylidene]-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-oct-5-enyloxy]-dimethyl-silane 
• 160084-18-4 2-trimethylsilyl-4-<(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-4-hydroxymethyl-1-hydroxy-2,6-nonadien-1-yl>-furan 
• 160084-13-9 (2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-1-(N,N-di-n-butylamino)-2,6-nonadiene 
• 160084-16-2 2-<(2E,6E)-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-7-methyl-3-<(tert-butyldimethylsilyloxy)methyl>-2,6-nonadienyl>-2-<2-trimethylsilylfuran-4-yl>-1,3-dithian 
• 110202-11-4 Trimethyl-[(1Z,5E)-6-methyl-8-(2,6,6-trimethyl-cyclohex-1-enyl)-2-vinyl-octa-1,5-dienyloxy]-silane 
• 121402-08-2 (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester 
• 121402-02-6 (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(E)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid benzyl ester 
• 121401-93-2 4S-manoalide diol 
• 121402-04-8 C₃₄H₅₄O₇Si 
• 121402-03-7 (E)-2-[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(5-oxo-2,5-dihydro-furan-3-yl)-prop-(Z)-ylidene]-6-methyl-8-(trimethyl-cyclohex-1-enyl)-oct-5-enoic acid 
• 121402-05-9 4-[(3Z,7E)-(S)-1-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxymethyl-8-methyl-10-(2,6,6-trimethyl-cyclohex-1-enyl)-deca-3,7-dienyl]-5H-furan-2-one 

Relevant academic research and scientific papers

Total synthesis of manoalide

Me3Al/AlCl3-mediated hetero-Diels-Alder (HDA) additions of 2-silyloxy-1,3-dienes to formylated butenolide 6 containing a protected hydroxy function afford, in one step, a variety of pyranofuranones including manoalide precursor 16, which is a stable monoprotected seco-manoalide.

Two Syntheses of Manoalide via Heteroatom-Assisted Alkyne Carbometallation

Two approaches to the sesterterpenoid phospholipase A2 inhibitors seco-manoalide (3) and manoalide (1) are described based on carbometallation of propargylic alcohols to generate the functionalised C6-C7 trisubstituted alkene.Both syntheses also deploy the photooxidation of a furan in order to generate a 4-substituted 5-hydroxy-2(5H)-furanone moiety.

SYNTHESIS OF (S)-MANOALIDE DIOL AND THE ABSOLUTE CONFIGURATION OF NATURAL MANOALIDE

A synthesis of (S)-manoalide diol (2a) has been achieved using 2-deoxy-D-ribose as starting material to unequivocally supply the stereochemistry.Reduction of natural manoalide afforded enantiomeric manoalide diol 2b.Thus, the absolute configuration of man