Dihydromayurone (3), a key intermediate to synthesize (-)-thujopsene (1), was efficient enantiocontrolled synthesized from (+)-dihydrocarvone through 9 steps in an overall yield of 19.3%. The key step was the...Dihydromayurone (3), a key intermediate to synthesize (-)-thujopsene (1), was efficient enantiocontrolled synthesized from (+)-dihydrocarvone through 9 steps in an overall yield of 19.3%. The key step was the Simmons-Smith reaction.展开更多
The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group...The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group into C 12 position of eudesmane by Vilsmeier chlorination and the generation of C3-C4 double bond into the eudesmane skeleton by elimination of halide.展开更多
A facile and efficient synthesis of (+)-5α-hydroxy -β-selinene 1 and (-)-5β-hydroxy-β-selinene 2 starting from (+)-dihydrocarvone 3 has been described.
A facile synthetic route to two seco-eudesmane, 4, 5-dioxo-10-epi-4, 5-seco-γ- eudesmane (1) and 4, 5-dioxo-10-epi-4, 5-seco-γ-eudesmol (2) from (+)-dihydrocarvone has been described. Avoiding expensive reagents, th...A facile synthetic route to two seco-eudesmane, 4, 5-dioxo-10-epi-4, 5-seco-γ- eudesmane (1) and 4, 5-dioxo-10-epi-4, 5-seco-γ-eudesmol (2) from (+)-dihydrocarvone has been described. Avoiding expensive reagents, this highly economic method especially suits for the synthesis of 4, 5-seco-eudesman-type and ophianon-type sesquiterpenes with a double bond at position 11 and 12.展开更多
An alternative route for the synthesis of (-)-10-epi-α-cyperone 1 starting from (+)- dihydrocarvone 2 is described by using an asymmetric Michael addition as a key step. The route features more efficiently and can be...An alternative route for the synthesis of (-)-10-epi-α-cyperone 1 starting from (+)- dihydrocarvone 2 is described by using an asymmetric Michael addition as a key step. The route features more efficiently and can be performed in large scale.展开更多
文摘Dihydromayurone (3), a key intermediate to synthesize (-)-thujopsene (1), was efficient enantiocontrolled synthesized from (+)-dihydrocarvone through 9 steps in an overall yield of 19.3%. The key step was the Simmons-Smith reaction.
文摘The enantioselective total synthesis of 12 carboxyeudesma 3,11(13) diene(1) was achieved starting from(-) dihydrocarvone in ten steps for the first time. The key steps mainly include the introduction of hydroxyl group into C 12 position of eudesmane by Vilsmeier chlorination and the generation of C3-C4 double bond into the eudesmane skeleton by elimination of halide.
文摘A facile and efficient synthesis of (+)-5α-hydroxy -β-selinene 1 and (-)-5β-hydroxy-β-selinene 2 starting from (+)-dihydrocarvone 3 has been described.
基金This work was financially supported by the National Natural Science Foundation of China(No.20272021).
文摘A facile synthetic route to two seco-eudesmane, 4, 5-dioxo-10-epi-4, 5-seco-γ- eudesmane (1) and 4, 5-dioxo-10-epi-4, 5-seco-γ-eudesmol (2) from (+)-dihydrocarvone has been described. Avoiding expensive reagents, this highly economic method especially suits for the synthesis of 4, 5-seco-eudesman-type and ophianon-type sesquiterpenes with a double bond at position 11 and 12.
文摘An alternative route for the synthesis of (-)-10-epi-α-cyperone 1 starting from (+)- dihydrocarvone 2 is described by using an asymmetric Michael addition as a key step. The route features more efficiently and can be performed in large scale.