An Efficient Synthetic Method of Nordihydroguaiaretic Acid（NDGA）

Nordihydroguaiaretic acid(NDGA)has been synthesized in nine steps from piperonal using Stobbe condensation as the key step with high yield.By this approach,five relative natural products were obtained.     

Facile Synthesis of 4-Oxo-4H-quinolizine-2-carboxamide Derivatives

A facile synthetic method for the construction of 2-substituted-4-oxo-4H-quinolizine-based core structure has been successfully developed. The synthesis made use of a one-pot Stobbe condensation followed by cyclization starting from the commercially available 2-pyridinecarbaldehyde. The structure of the formed 4-oxo-4H-quinolizine-2-carboxylate was fully confirmed by mass spectra, ¹H NMR and ¹³C NMR, correlation spectrography, heteronuclear multiple bond correlation, and heteronuclear single quantum coherence (HSQC) spectra. The ethyl carboxylate moiety was then further functionalized via direct aminolysis by a range of amines to afford the corresponding 4-oxo-4H-quinolizine-2-carboxamides 4a–i in moderate to good yields.     

Synthesis of (±)-Lsodeoxypodophyllotoxin

A process for the synthesis of (±)-isodeoxypodophyllotoxin starting from ethyl 3,4-methylcnedioxy-benzoacetate and methyl 3,4,5-trimethoxycinnamate is described.     

Synthesis of (±)-penlanfuran

The title compound was efficiently synthesized from 3-furoic acid and 3-bromoanisole via the Birch reduction.     

Threo-(±)-开环异落叶松脂醇二阿魏酸酯的全合成

报道了双木脂素threo-(±)-开环异落叶松脂醇二阿魏酸酯的全合成. 以香草醛为原料, 经过两步Stobbe反应构建木脂素骨架, 然后再用LiAlH₄还原、加氢后, 产物经柱层析分离, 得到2个异构体meso-和threo-(±)-开环落叶松脂素; 根据其NMR, IR和HRMS等谱图确认发现, 极性较小的产物threo-(±)-开环落叶松脂素为合成的关键中间体. threo-(±)-开环落叶松脂素与甲氧甲基(MOM)保护的阿魏酸缩合得到目标产物threo-(±)-开环异落叶松脂醇二阿魏酸酯. 合成采用汇聚法, 经11步, 以约8%的总产率得到了目标产物. 该合成方法具有原料价廉易得及操作简便的优点, 并具有一定的实用价值.     

(±)-Palstatin的首次全合成研究

以廉价易得的5-溴香草醛和2,4,6-三羟基苯乙酮为起始原料，首次方便,高效地合成了(±)-Palstatin (1).合成的关键步骤为SeO₂促进的氧化环化和Ag₂O催化的氧化偶联反应.     

Total Synthesis of (±)-Patriscabrol and (±)-Boschnialactone

A total synthesis of (±)-patriscabrol (1) and (±)-boschnialactone (2) is described. The cyclopentapyranone skeleton is assembled by means of Baeyer-Villiger oxidation of ketol 5.     

Synthesis of (±)-Pyrenolide B

In the synthesis of the title compound 12 , the important intermediate 7 was obtained in good yield from the easily available ethyl 5, 5-ethylenedioxy-2-oxocyclohexane-1-carboxylate ( 1 ) via ring enlargement of the bicyclic enol ether 5 (Scheme). Its reduction (NaBH₄ in EtOH) and subsequent protection with (t-Bu)Me₂Si resulted in the highly functionalized ten-membered lactone 9 . Introduction of the (Z)-configurated double bond, followed by deprotection and elimination of H₂O, gave (±)-pyrenolide B ( 12 ) in 16% overall yield.     

丁烷型木脂素及衍生物的合成和生物活性

报道了一条合成丁烷木脂素的新路线. 以芳香醛为起始原料, Stobbe缩合和烷基化反应为关键步骤, 构建了木脂素骨架, 再经拆分及还原, 可得到相应的苏式和赤式异构体. 经官能团转化得到5个丁烷木脂素和8个丁醚木脂素, 其中3个天然产物为首次合成. 对合成产物进行抗HIV病毒和和抗疱疹病毒活性研究, 部分化合物显示出较高的抗病毒活性, 而且骨架构型对活性影响较大.     

Total Synthesis of (±)-Iridolactone

A total synthesis of (±)-iridolactone ( 1 ) from bicyclo[2.2.1]ketone 6 is described. Trisubstituted cyclopentenoid aldehyde 7 is a key intermediate.     

Total Synthesis of (±)-Gelsemine

A complex molecular reorganization ( 1 → 2 ), a sequential anionic aza-Cope rearrangement and Mannich cyclization, and an unprecedented intramolecular Heck reaction of the tetrasubstituted double bond of a vinylogous carbamate are key steps in a new total synthesis of (±)-gelsemine ( 3 ). MOM=methoxymethyl, DBU=1,8-diazabicyclo[5.4.0]undec-7-ene.     

Total Synthesis of (±)-Barbatusol

The naturally occurring hypotensive agent barbatusol (1a) has been synthesized in racemic form from 3-isopropylveratrole and 4,4-dimethyl-2-cyclohexene-1-one. An improved procedure for deprotection of barbatusol dimethyl ether (1b) is described.     

Synthesis of (±)-methylenolactocin and (±)-trans cognac lactone

The title compounds were efficeintly synthesized from 3-fuancarboxylic acid via the Birch recuction-elimination.     

Synthesis of 28,29-bisnor-(±)-kijanolide

0(26)-Methyl-28,29-bisnor-(±)-kijanolide (23) has been synthesized via aldol reaction of spirotetronate 3 with octahydronaphthalene aldehyde 4 and subsequent macrocyclization of the resulting product.     

A Short Synthesis of (±)-Muscone

(±)-Muscone ((±)-1) has been synthesised in three steps from 2-(2′-methylprop-2′-enyl)cyclododecan-1-one ( 2 ). The synthesis involves two key transformations: a Lewis-acid-mediated intramolecular ene reaction ( 2→3 ) and the β-cleavage of the bicyclic potassium alkoxide 3a′ to the macrocyclic enone (Z)- 11 .     

Synthesis of (±)-latifolin dimethyl ether

(±)-Latifolin dimethyl ether has been synthesized by coupling 1,2,4-trimethoxybenzene and o-methoxycinnamyl cation. The isomeric benzylstyrene is also a product of the reaction. Among the possible biogenetic routes for the related compounds present in Dalbergia latifolia the most likely steps seem to be phenylcinnamic esters and 4-phenylcoumarins followed by stages of reduction. The alternative of cinnamyl cation functioning will limit the biosynthesis only to latifolin type of compounds.     

The Total Synthesis of (±)-Camphor and (±)-Epicamphorenone from Methylcyclopentadiene

The total synthesis of (±)-carnphor and (±)-epicamphorenone from methylcyclopentadiene are described.