26532-25-2

Usage

InChI:InChI=1/C10H16O/c1-10(2)6-3-4-9(8-10)5-7-11/h5,7H,3-4,6,8H2,1-2H3/b9-5+

Upstream product

• 30346-27-1 (E)-2-(3,3-Dimethylcyclohexylidene)ethanol 
• 57559-99-6 Acetic acid 1-ethynyl-3,3-dimethyl-cyclohexyl ester 
• 112381-71-2 (E)-8-Iodo-7,7-dimethyl-3-tributylstannanyl-oct-2-enoic acid methyl ester 
• 5629-80-1 (1-hydroxy-3,3-dimethyl-cyclohexyl)-acetic acid ethyl ester 
• 30346-22-6 3,3-Dimethyl-1-hydroxy-cyclohexylessigsaeure 
• 30346-25-9 3,3-Dimethyl-E-cycloheylidenessigsaeuremethylester 
• 121618-03-9 (E)-6-oxo-2-ochtoden-1-yl 3,5-dinitrobenzoate 
• 82528-42-5 (2E)-1-hydroxy-2-ochtoden-6-one 
• 121618-01-7 (EZ)-6-oxo-2-ochtoden-1-yl formate 
• 121617-99-0 Formic acid 2-[4-hydroxy-3,3-dimethyl-cyclohex-(Z)-ylidene]-ethyl ester 
• 82528-41-4 (EZ)-6-oxo-2-ochtoden-1-yl trifluoroacetate 
• 82528-39-0 6-phenylthio-2-ochtoden-1-ol 
• 82528-42-5 (EZ)-1-hydroxy-2-ochtoden-6-one 

Downstream Products

• 170238-34-3 Acetic acid (2S,3S,3aS,3bR,6aS,7aS)-4-[2-[3,3-dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-2-hydroxy-5-oxo-octahydro-difuro[2,3-b;3',2'-d]furan-3-yl ester 
• 170238-27-4 C₁₈H₂₂O₅ 
• 170423-36-6 (3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(Z)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one 
• 170238-26-3 (3aR,3bR,6aS,7aS)-3-[2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-eth-(E)-ylidene]-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one 
• 170238-33-2 Acetic acid (R)-2-[3,3-dimethyl-cyclohex-(E)-ylidene]-1-((3S,3aR,3bR,6aS,7aS)-2-oxo-2,3,3a,3b,6a,7a-hexahydro-difuro[2,3-b;3',2'-d]furan-3-yl)-ethyl ester 
• 170238-25-2 (3S,3aR,3bR,6aS,7aS)-3-{(R)-2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-1-hydroxy-ethyl}-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one 
• 170423-35-5 (3S,3aR,3bR,6aS,7aS)-3-{(S)-2-[3,3-Dimethyl-cyclohex-(E)-ylidene]-1-hydroxy-ethyl}-3a,3b,6a,7a-tetrahydro-3H-difuro[2,3-b;3',2'-d]furan-2-one 

Relevant academic research and scientific papers

Tandem Michael - Wittig - Horner reaction: One-pot synthesis of δ- substituted α,β-unsaturated carboxylic acid derivatives - application to a concise synthesis of (Z)- and (E)-ochtoden-1-al

A new tandem Michael-Wittig-Horner reaction has been developed to produce in high yields δ-substituted α,β-unsaturated esters, amides and lactones. The reaction has been successfully applied to a concise synthesis of (E)- and (Z)-ochtoden-1-als, component

Pheromone Synthesis, CXV. - Synthesis of (Z)-2-Ochtoden-1-ol, (E)-2-Ochtoden-1-al, and (Z)-2-Ochtoden-1-al, the Pheromone Components of the Boll Weevil (Anthonomus grandis)

The synthesis of geometrically pure (Z)-2-ochtoden-1-ol (1), (E)-2-ochtoden-1-al (2), and (Z)-2-ochtoden-1-al (3) was achieved starting from myrcene.

THE STEREOSPECIFIC FORMATION OF AN EXOCYCLIC ALKENE BY A CONSECUTIVE RADICAL CYCLIZATION-ELEIMINATION

The iodovinylstannanes 4 and 5 were prepared by the conjugate addition of the tri-n-butyltin moiety to a substituted propiolic ester.Compounds 4 and 5 underwent a radical cyclization-elimination reaction to stereospecifically generate an exocyclic alkene.

SYNTHETIC STUDIES ON THE OCHTODANE TYPE TERPENES I. STEREOSELECTIVE CONSTRUCTION OF THE OCHTODANE SKELETON FROM MYRCENE.

The ochtodane skeleton, the Carbon framework of 1,1-dimethyl-3-ethylcyclohexane (1) was constructed highly stereoselectively by the acid-catalyzed (SnCl//4 or CF//3CO//2H) cyclization of the terminally functionalized myrcene derivatives, the benzenesulfenyl chloride adduct (7), the terminal beta -hydroxy sulfide (8) derived from 7, and myrcene 6,7-epoxide (10). The stereoselectivity of the 3-exo-double bond in 1 formed concomitantly in the cyclization reaction was found to depend remarkably upon the reaction temperture and the 85-94% of E-stereoselectivity was attained at minus 78 degree C. By the method, the ochtodane derivatives with the sulfur- or oxygen-functional groups on the C(6)-position were obtained.