Sunthetic Studies of Microsclerodermins. A Stereoselective Synthesis of a Core Building Block for (2 S,3 R, 4 S,5 S,6 S, 11 E)-3-Amino-6-methyl-12-(4-methoxyphenyl)-2,4,5-trihydroxydodec-11-enoic Acid (AMMTD)
β Scribed by Shigekazu Sasaki; Yasumasa Hamada; Takayuki Shioiri*
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 515 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
β¦ Synopsis
A core building block 3 for (2S,3R,4S,5S,6S,l lE)-3-arnino+methyl-12-(4-merftoxyphenyl)-2,4,5-trihydmxydod&-l l-enoicacid (2, AMMTD)has beenefficientlysynthesiml using the Sharpless asymmcmicdihyrboxylationandthe Donrhri's foranadfition to a nitmne dezivadveas key steps. The2-furyl group has beenusedas the carboxylsynthon.~1997Elsevier Science Ltd.
π SIMILAR VOLUMES
The title acid, a component of microsclerodermins of marine sponge origin having five consecutive stereogenic centers, was efficiently synthesized as its protected form 1 from the alcohol 5 utilizing the stereoselective addition of anisole to the acetylenic triple bond and the anti-aldol reaction as
Introduction. ~ Stereoselective C-C bond forming reactions catalyzed by chiral transition-metal complexes are a topic of fundamental importance [l]. In 1986, Hayashi and Zto reported an elegant asymmetric synthesis of dihydrooxazoles by an efficient gold(1)-catalyzed coupling of aldehydes with 2-iso
The preparative separation of the enantiomers of the title compound, a versatile chiral building block for the synthesis of unnatural amino acid esters, by high performance liquid chromatography on a chiral stationary phase (CSP), is reported for the first time. The CSP consists of amylose-(3,5-dime
Reaction of A 2 CO 3 (A = K, Rb) with Sn and Se in an H 2 O/CH 3 OH mixture at 115Β±130 Β°C affords the isotypic selenidostannates(IV) A 6 Sn 4 Se 11 Β΄x H 2 O (A = K, x = 8) 1 and 2 whose discrete [Sn 4 Se 11 ] 6Β± anions each contain two corner-bridged ditetrahedral [Sn 2 Se 6 ] 4Β± species. Similar re