77674-99-8Relevant academic research and scientific papers
Bacilosarcins A and B, novel bioactive isocoumarins with unusual heterocyclic cores from the marine-derived bacterium Bacillus subtilis
Azumi, Miwa,Ogawa, Ken-ichi,Fujita, Tsuyoshi,Takeshita, Michinori,Yoshida, Ryuji,Furumai, Tamotsu,Igarashi, Yasuhiro
, p. 6420 - 6425 (2008)
Two novel isocoumarins, bacilosarcins A (1) and B (2) were isolated from a culture broth of the marine-derived bacterium Bacillus subtilis TP-B0611. The structures and absolute configurations of 1 and 2 were determined on the basis of spectroscopic analyses and chemical conversions. Compound 1 possesses an unprecedented 3-oxa-6,9-diazabicyclo[3.3.1]nonane ring system while 2 has a 2-hydroxymorpholine moiety that is rare in nature. These compounds showed growth inhibition against barnyard millet.
Application of Pd-Catalyzed C-H Alkylation Reaction in Total Syntheses of Twelve Amicoumacin-Type Natural Products
Wang, Hui-Hong,Li, Zhao,Feng, Yi-Yue,Yin, Gao-Feng,Shi, Tao,He, Dian,Wang, Xiao-Dong,Wang, Zhen
supporting information, p. 6956 - 6960 (2021/09/11)
Enantioselective total syntheses of 12 amicoumacin-type natural products are accomplished with a palladium(II)-catalyzed C-H alkylation as the key step to furnish the 3,4-dihydroisocoumarin scaffold. The target chemicals are assembled in a convergent prot
Total Synthesis of Originally Proposed and Revised Structure of Hetiamacin A
Wu, Gang,Liu, Shaowei,Wang, Ting,Jiang, Zhongke,Lv, Kai,Wang, Yucheng,Sun, Chenghang
supporting information, p. 3566 - 3569 (2018/06/26)
The first total synthesis of the originally proposed and correct structures of hetiamacin A has been accomplished via Wittig olefination and Sharpless asymmetric dihydroxylation reaction. These total syntheses culminated in the stereostructural confirmati
Total synthesis of bacilosarcins A and B
Enomoto, Masaru,Kuwahara, Shigefumi
supporting information; experimental part, p. 1144 - 1148 (2009/06/19)
(Chemical Equation Presented) I want to ride my bicycle: The thermodynamic stability of nitrogen-containing heterocyclic ring systems is exploited in the first enantioselective total synthesis of bacilosarcins A and B, which has been achieved in simple tw
Stereoselective synthesis of pseudopeptide microbial agent AI-77-B.
Ghosh,Bischoff,Cappiello
, p. 2677 - 2680 (2007/10/03)
[structure: see text]. An efficient and highly stereoselective synthesis of the gastroprotective natural product AI-77-B is described. The stereocenters of the hydroxy amino acid moiety were generated by an ester-derived titanium-enolate-mediated syn-aldo
Total synthesis of AI-77-B: Stereoselective hydroxylation of 4-alkenylazetidinones
Broady, Simon D.,Rexhausen, Jost E.,Thomas, Eric J.
, p. 1083 - 1094 (2007/10/03)
A stereoselective synthesis of the anti-ulcer compound AI-77-B 1 is described. The 4-formylazetidinone 6 was converted into the 4-(Z)-alkene 23 using a phosphonate condensation, and dihydroxylation using osmium tetroxide and N-methylmorpholine W-oxide gav
A new enantioselective total synthesis of Al-77-B
Kotsuki, Hiyoshizo,Araki, Tomohiro,Miyazaki, Aya,Iwasaki, Mitsuhiro,Datta, Probal K.
, p. 499 - 502 (2008/02/11)
(formula presented) An enantioselective total synthesis of Al-77-B (1), a gastroprotective substance isolated from a culture broth of Bacillus pumilus Al-77, was performed in high overall yield. In this synthesis, the dihydroisocoumarin part 14 and the di
A Total Synthesis of the Natural Enantiomer of the Gastroprotective Natural Products AI-77-B and Amicoumacin C hydrochloride
Ward, Richard A.,Procter, Garry
, p. 12301 - 12318 (2007/10/02)
A total synthesis of the natural enantiomer of AI-77-B and amicoumacin C hydrochloride is described.
A Total Synthesis of AI-77-B
Ward, Richard A.,Procter, Garry
, p. 3359 - 3362 (2007/10/02)
A short total synthesis of AI-77-B (1) is reported, which produces the natural enantiomer using S-leucine and S-aspartic acid as the optically active starting materials. Key words: Natural product; AI-77-B; gastroprotective; total synthesis; enantioselect
