64845-75-6

Usage

InChI:InChI=1/C15H24/c1-9(2)11-7-8-15(4)12-5-6-13(15)14(11)10(12)3/h9,11-14H,3,5-8H2,1-2,4H3/t11-,12-,13-,14-,15?/m1/s1

Upstream product

• 85428-00-8 (E)-2-Methyl-5-((1S,4R)-7-methyl-bicyclo[2.2.1]hept-2-en-7-yl)-pent-2-enoic acid 
• 64845-76-7 (1R,3aR,4R,5R,7aS)-5-Isopropyl-7a-methyl-octahydro-1,4-methano-inden-8-one 
• 19493-09-5 Methylenetriphenylphosphorane 
• 64845-77-8 ((1S,3aR,4R,5R,8R)-5-Isopropyl-7a-methyl-octahydro-1,4-methano-inden-8-yl)-methanol 
• 85427-99-2 (1S,4R)-7-Iodomethyl-7-methyl-bicyclo[2.2.1]hept-2-ene 
• 85428-05-3 Acetic acid (1S,3aR,4R,5R,8R)-5-isopropyl-7a-methyl-octahydro-1,4-methano-inden-8-ylmethyl ester 
• 64845-77-8 ((1S,3aR,4R,5S,8R)-5-Isopropyl-7a-methyl-octahydro-1,4-methano-inden-8-yl)-methanol 
• 85428-05-3 Acetic acid (1S,3aR,4R,5S,8R)-5-isopropyl-7a-methyl-octahydro-1,4-methano-inden-8-ylmethyl ester 
• 96850-49-6 (2S^*,5R^*,6R^*)-5-benzyloxy-6-isopropyl-8-carbomethoxytetracyclo<5.4.0^1,7.0^2,4.0^2,9>undec-10-ene 
• 96850-64-5 6-(tert-butyldimethylsiloxy)-8-exo-(2-hydroxyethyl)-4-exo-isopropyl-1-methylbicyclo<3.2.1>octa-2,6-diene 
• 96850-47-4 (2S^*,3S^*,1'S^*)-3-benzyloxy-2-propyl-3-(spiro<2.4>hepta-4,6-dien-1-yl)propanol 
• 96850-63-4 6-(tert-butyldimethylsiloxy)-4-exo-isopropyl-1-methyl-8-exo-vinylbicyclo<3.2.1>octa-2,6-diene 
• 112280-72-5 (5R^*)-7-carbomethoxy-5-isopropyl-2-methyltricyclo<4.4.0^1,6.0^2,8>decane 
• 96850-65-6 10-exo-isopropyl-7-methyltricyclo<4.4.0.0^3.7>dec-8-en-2-one 

Relevant academic research and scientific papers

A general intramolecular Diels-Alder approach to tricyclic sesquiterpenes: stereoselective total syntheses of (+/-)-sinularene and (+/-)-5-epi-sinularene

Stereoselective total syntheses of (+/-)-sinularene and (+/-)-5-epi-sinularene are described.The sequence employs a "blocked" cyclopentadiene in which the cyclopropane unit also serves as a latent methyl group.Thus intramolecular cycloaddition of

Preparation and thermal rearrangement of 2-(tert-butyldimethylsiloxy)-5-methyl-6-exo--4-exo-vinylbicyclohex-2-ene. A total synthesis of (+/-)-sinularene

A total synthesis of the marine sesquiterpenoid (+/-)-sinularene (1) is described.The alcohol 19 was converted via an 8-step sequence into the bicyclic enone 28.Conjugate addition of lithium divinylcuprate to the latter substance afforded mainly the keton

Stereoselective total syntheses of (+/-)-sinularene and (+/-)-5-epi-sinularene: a general intramolecular Diels-Alder approach to tricyclic sesquiterpenes

Stereoselective total synthesis of (+/-)-sinularene and (+/-)-5-epi-sinularene are described.The sequence employs a "blocked" cyclopentadiene in which the cyclopropane unit also serves as a latent methyl group.Thus intramolecular cycloaddition of th

Thermal rearrangement of functionalized 6-exo-(1-alkenyl)bicyclohex-2-enes. A total synthesis of (+/-)-sinularene

A total synthesis of the racemic form of the marine sesquiterpenoid (-)-sinularene (1) is described.The key step of the synthesis involved the stereoselective thermal rearrangement of the highly functionalized bicyclohexene 12 to provide, in 86percent yield, the substituted bicyclooctadiene 13.Conversion of the latter substance into (+/-)-sinularene (1) was accomplished via an efficient 4-step sequence.

STEREOSELECTIVE TOTAL SYNTHESES OF (+/-)-SINULARENE AND OF (+/-)-5-EPI-SINULARENE VIA INTRAMOLECULAR TYPE-I-"MAGNESIUM-ENE" REACTION

(+/-)-Sinularene (1) as well as (+/-)-5-epi-sinularene (9) were synthesised in a stereocontrolled manner from the norbornene 2 in overall yields of 4 percent and 8 percent, respectively.The key step 5 6 involves a regio- and stereoselective intramolecular "magnesium-ene" reaction.