63427-16-7

Upstream product

• 74654-57-2 (1R,5S)-1-Isopropyl-8-methyl-4-methylene-spiro[4.5]dec-8-en-7-one 
• 39510-25-3 rac-(1R,4R,5S)-1-isopropyl-4,8-dimethylspiro<4.5>dec-7-ene 
• 74654-54-9 (1S,4R,5S)-4-Isopropyl-8-methyl-9-oxo-spiro[4.5]dec-7-ene-1-carbonitrile 
• 74654-55-0 (7R,8R,11S)-11-Isopropyl-14-methyl-1,4-dioxa-dispiro[4.1.4.3]tetradec-13-ene-8-carbonitrile 
• 74654-56-1 (7R,11S)-11-Isopropyl-14-methyl-1,4-dioxa-dispiro[4.1.4.3]tetradec-13-en-8-one 
• 74654-57-2 (1S,5S)-1-Isopropyl-8-methyl-4-methylene-spiro[4.5]dec-8-en-7-one 
• 61050-84-8 2-Isopropyliden-5-methyl-1-(3-methyl-4-pentenyl)-1-cyclopentanol 
• 74654-54-9 (4S,5S)-4-Isopropyl-8-methyl-9-oxo-spiro[4.5]dec-7-ene-1-carbonitrile 
• 74654-55-0 (7R,11R)-11-Isopropyl-14-methyl-1,4-dioxa-dispiro[4.1.4.3]tetradec-13-ene-8-carbonitrile 
• 74654-56-1 (7R,11R)-11-Isopropyl-14-methyl-1,4-dioxa-dispiro[4.1.4.3]tetradec-13-en-8-one 
• 39510-25-3 (1R^*,4S^*,5S^*)-1-isopropyl-4,8-dimethylspiro<4,5>dec-7-ene 
• 28296-85-7 (+/-)-β-acorenol 
• 58649-46-0 (1R,4S,5S)-1-Isopropyl-4,10,10-trimethyl-8,12-dioxa-dispiro[4.1.5.3]pentadecane 
• 74866-13-0 4-(1-Isopropyl-but-3-enyl)-2-methoxy-1-methyl-benzene 

Downstream Products

• 5956-05-8 4-epi-acorenone 

Relevant academic research and scientific papers

Stereocontrolled Synthesis of (+/-)-Acorenone B Based on New Ring Conversion

On the basis of a new ring conversion reaction from the bicyclooctane ring to the spirodecane ring, (+/-)-acorenone B was synthesized in a stereocontrolled fashion.

Synthetic Studies on Acorane-Alaskane Sesquiterpenes. II. Total Synthesis of (+/-)-Acorenone

The metal-ammonia reduction of the cyclopentabenzofuran derivative (2b) afforded a mixture of 4-epi-β-acorenol (5), a disubstituted olefin (8) as the main product, and a perhydro compound (9).Compound 8 was converted to 5 via the exo-diene (15).Dehydration of 5 afforded the 4-epi-β-acoradiene (6), selective reduction of which gave the monoolefin (7), and then the allylic oxidation of 7 gave (+/-)-acorenone (3) in good yield.Keywords - acorane-alaskane sesquiterpene; acorenone; cyclopentabenzofuran; total synthesis; 4-epi-β-acorenol; 4-epi-α-acorenol; 4-epi-β-acoradiene; metal-ammonia reduction; conjugate reduction; terminal olefin reduction.

Synthetic Studies on Acorane-Alaskane Sesquiterpenes. I. Total Synthesis of (+/-)-β-Acorenol

(+/-)-β-Acorenol (2) was synthesized by the methal-ammonia reduction of (1R*,3aR*,5aR*,9aR*)-2,3,3a,4-tetrahydro-1,4,4,7-tetramethyl-1H,5aH-cyclopentabenzofuran (11a), which was prepared from the spirodienone

Novel Cyclopentabenzofuran Intermediates for the Synthesis of Acorane-Alaskane Sesquiterpenes: Total Synthesis of (+/-)-β-Acorenol and (+/-)-Acorenone

Cyclopentabenzofuran derivatives (5a) and (5b) were synthesized from spirodienone esters (6a) and (6b), respectively, and the utility of these intermediates in acorane-alaskane sesquiterpene synthesis is illustrated by their conversion into (+/-)-β-acorenol (4a) and (+/-)-acorenone (1).