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1.
(1,5)-(-)-Karahana ether (8,8-dimethyl-2-methylene-6-oxabi-cyclo[ 3.2.1]octane) and (1,5)-(-)-karahana lactone (8,8-dimethyl-2-methylene-6-oxabicyclo [3.2.1]octan-7-one) were synthesized from ()-3-hydroxy-2,2-dimethylcyclo-hexanone. The natural karahana lactone was shown to be almost racemic (. 1.3 % e.e.). 相似文献
2.
A synthesis of (2S,3S,7S)-3,7-dimethylpentadecan-2-yl acetate () and propionate () is described. (2S)-2-Methyldecan-1-yl lithium () was reacted with (3S,4S)-3,4-dimethyl-γ-butyrolactone () to yield the ketoalcohol which upon Huang-Minlon reduction furnished (2S,3S,7S)-3,7-dimethylpentadecan-2-ol (). Acylations gave the esters and . The (2S)-2-methyldecan-1-yl lithium was obtained via asymmetric synthesis. The chiral lactone was obtained from (2S,3S)-trans-2,3-epoxybutane and dimethyl malonate. 相似文献
3.
By appropriate choice of reaction conditions, the enantiomerically pure ()-(+)-2-(-tolylsulfinyl)cycloalkenone can be converted into an ()-or an ()-3-substituted cycloalkanone in good to excellent enantiomeric purity. 相似文献
4.
The Sharpless asymmetric epoxidation was used for the synthesis of D--dihydrosphingosine triacetate and (2, 3, 5)-2-acetamino-5,9-dimethyl-8-decene-1,3-diol, whose 13C-NMR study coupled with biogenetic consideration enabled us to propose (2, 3, 5,13, 14)-stereochemistry for aplidiasphingosine. 相似文献
5.
Peracid oxidation of -(2,3-dichloroarryl) was -(2,3,3-trichloroallyl) thiocarbamates yields 2-chloroacrolein and 2-chloroacrylyl chloride, respectively, via intermediate -allyl thiocarbamate sulfoxides and --allyl thiocarbamate sulfenate esters. 相似文献
6.
Halogen cleavage reactions of -(-PhCHDCHD)Mn(CO)4, PEt3 () are studied in detail and are found to proceed either predominantly with retention or inversion, or non-stereospecifically, depending on reaction conditions. Reaction mechanisms involving SE2 (inversion), SE2 (retention) and SE (oxidative) processes are proposed, demonstrating that halogen cleavage reactions of straddle the mechanistic borderline between electrophilic substitution and oxidation processes of transition metal alkyl compounds. 相似文献
7.
Pinacol -1-trimethylsilyl-1-propene-3-boronate reacts with aldehydes to form (±)-(*,*)-3-trimethylsilyl-4-hydroxy-1-alkenes, which can be deoxysilylated stereoselectively to either 98% or 99% 1,3-dienes, including the separate components of the red bollworm moth pheromone. 相似文献
8.
Titanium(IV) chloride-mediated reaction of 4,5-dihydro-2-(trimethylsiloxy)-3-(trimethylsilyl)furan (1a) with acetaldehyde gave (3S*, 1′R*)-4,5-dihydro-3-(1′hydroxyethyl)-3-(trimethylsilyl)-2(3)furanone (2a), which afforded selectively either (Z)- or (E)-α-ethylidene-γ-butyrolactone (3a) under proper conditions. Facile isomerization of 2a into (3S*, 1′R*)-4,5-dihydro-3-&{1′-(trimethylsiloxy)ethyl}-2(3)furanone (4) suggests an intriguing stereochemical outcome from 2a to (E)-3a via an enolate of 4. 相似文献
9.
Gary H. Posner Timothy P. Kogan Stephen R. Haines Leah L. Frye 《Tetrahedron letters》1984,25(25):2627-2630
A short, reliable, and practical synthesis of ()-(+)-2-(-tolylsulfinyl)-2-buten-4-olide has been developed, and the utility of this Michael acceptor for highly enantiocontrolled synthesis of 3-substituted 4-butanolides has been demonstrated. 相似文献
10.
Tadashi Nakata Shigeto Nagao Sachiko Takao Tadasu Tanaka Takeshi Oishi 《Tetrahedron letters》1985,26(1):73-74
(1,3,5)-1,3-Dimethyl]-2,9-dioxabicyclo[3.3.1]nonane has been stereoselectively synthesized based on a highly stereoselective method for the synthesis of 1,3--polyol. 相似文献
11.
Such an asymmetric [2,3]-Wittig variant that is both highly enantio- and erythro-selective is described within the context of the chiral synthesis of the insect pheromones, (3, 4)-4-methyl-3-heptanol and ()-4-methyl-3-heptanone. 相似文献
12.
A stereospecific synthesis of acetyl--valyl-detoxininolactone has been performed and the absolute stereochemistry of detoxinine has been revised to (2, 3, 1′)-2-(2′-carboxy-1′-hydroxyethyl)-3-hydroxypyrrolidine. 相似文献
13.
The optically active 1,3,5---triol was synthesized starting from ()-(-)-malic acid with complete stereoselection, based on the stereoselective reduction of cyclic β-keto acetal and successive transthioacetalization. 相似文献
14.
Two new triterpenoid acids, designated as plectranthoic acid A and plectranthoic acid B, have been isolated from P. rugosus and are characterised as (20-S)-3α-hydroxy-18α,19α--urs-12-en-30β-oic acid and (14-S)-3α-hydroxy-18α, 19α -urs-12-en-27α-oic acid. 相似文献
15.
James D. Morrison Edward R. Grandbois Sachiko I. Howard Gary R. Weisman 《Tetrahedron letters》1981,22(28):2619-2622
Four chiral aminodiols from ring opening of ()-propylene oxide and ethylene oxide wiht n-butylamine and () or ()-α-methylbenzylamine were used to modify LiAlH4. Assymetric reduction of acetophenone and propiophenone gave the highest percent enantiomeric excess when the modifier was made from ()-oxide and ()-amine. 相似文献
16.
An efficient, highly stereoselective synthesis of (1,3)--chrysanthemic acid 6 is described. The crucial step of this synthesis was the microbiological reduction of dione 1 into ()-ketol 2. 相似文献
17.
Claudio Fuganti Piero Grasselli Stefano Servi Carlo Zirotti 《Tetrahedron letters》1982,23(41):4269-4272
The C4erythro and threo diols (7) and (8) are converted either into the chiral epoxides (13) and (15) or into the enantiomers (14) and (16); the epoxide (13) is used as chiral synthon for the preparation of (3,4) 4-methyl-3-heptanol (21). 相似文献
18.
Claudio Fuganti Piero Grasselli Giuseppe Pedrocchi-Fantoni 《Tetrahedron letters》1979,20(26):2453-2454
Feeding experiments with (4) [5-3H;5-14C]-leucine () and with the (4) [5-3H;2-14C]-isomer () show that incorporation into the isoprenylated tryptophan derivative echinuline (), produced by , involves, to a large extent, loss of the fragment enbodying the carbon atom at position 2 of the fed amino acid. 相似文献
19.
A new synthesis of (±), (+)- and (-)-lineatin (3,3,7-trimethyl-2, 9-dioxatricyclo [3.3.1.04,7] nonane, ) was achieved. The stereochemistry of (+)-lineatin was established as 1, 4, 5, 7 by an X-ray crystallographic analysis of an intermediate . 相似文献
20.
The hydroboration of cis-2-butene and cis-3-hexene with pure diisopinocampheylborane (IPC2BH) and monoisopinocampheylborane (IPCBH2), both prepared from (+)-α-pinene, were studied. In contrast to IPC2BH, which yielded R-(?)-2-butanol and R-(?)-3-hexanol in 98.4 and 94.5% optical purities, IPCBH2 yielded S-(+)-2-butanol and S-(+)-3-hexanol in 23.6 and 19.7% optical purifies respectively. PMR examination of the methanolyzed products were utilized to establish the species present in the freshly prepared and aged adduct from (+)-α-pinene and BH3 · THF. The results confirm the interpretation previously advanced for the major differences realized in asymmetric hydroboration with the fresh and aged adducts. 相似文献