Stereocontrolled synthesis of 3(R) and 3(S)-hydroxyeicos-4(E)-en-1-yne has been achieved through double elimination of chloride intermediates 8 and 11, which were prepared from acetylenic alcohol intermediates 1 and 10.
Four stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-l,2,4-thiadiazole, named insatindigothiadia- zoles A-D (1a-1d), were isolated from the roots oflsatis indigotica. Their structures were determined by spectrosc...Four stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-l,2,4-thiadiazole, named insatindigothiadia- zoles A-D (1a-1d), were isolated from the roots oflsatis indigotica. Their structures were determined by spectroscopic analysis; specifically, the absolute configurations were assigned by using the MPA determination rule based on △δrs values of MPA esters, and supported by electronic CD (ECD) calculations. Proposed biosynthetic pathways and preliminary investigations of the biological activities of la-1d against influenza virus A (H3N2), Coxsackie virus B3, and/or HSV-1 are also discussed.展开更多
The first total synthesis of natural 6β-cinnamoyloxy-1α-hydroxy-5, 10-bis-epi- eudesm-4-en-3-one (1), a highly complex natural eudesmane, was described.
文摘Stereocontrolled synthesis of 3(R) and 3(S)-hydroxyeicos-4(E)-en-1-yne has been achieved through double elimination of chloride intermediates 8 and 11, which were prepared from acetylenic alcohol intermediates 1 and 10.
基金Financial support from the National Natural Science Foundation of China (Nos. 81373287 and 30825044)the Beijing Excellent Talent Training Project (No. 2013D009008000002)the National Science and Technology Project of China (Nos. 2012ZX09301002002 and 2011ZX09307-002-01)
文摘Four stereoisomers of 3,5-bis(2-hydroxybut-3-en-1-yl)-l,2,4-thiadiazole, named insatindigothiadia- zoles A-D (1a-1d), were isolated from the roots oflsatis indigotica. Their structures were determined by spectroscopic analysis; specifically, the absolute configurations were assigned by using the MPA determination rule based on △δrs values of MPA esters, and supported by electronic CD (ECD) calculations. Proposed biosynthetic pathways and preliminary investigations of the biological activities of la-1d against influenza virus A (H3N2), Coxsackie virus B3, and/or HSV-1 are also discussed.
基金This work was financially supported by the National Natural Science Foundation of China (No 20272021).
文摘The first total synthesis of natural 6β-cinnamoyloxy-1α-hydroxy-5, 10-bis-epi- eudesm-4-en-3-one (1), a highly complex natural eudesmane, was described.