203248-49-1Relevant academic research and scientific papers
FOUR NEW C15 ACETYLENIC POLYENES OF BIOGENETIC SIGNIFICANCE FROM THE RED ALGA LAURENCIA OKAMURAI: STRUCTURES AND SYNTHESIS
Kigoshi, Hideo,Shizuri, Yoshikazu,Niwa, Haruki,Yamada, Kiyoyuki
, p. 3781 - 3788 (1986)
From the red alga Laurencia okamurai four new C15 acetylenic polyenes, laurencenyne 6, neolaurencenyne 8, and trans-neolaurencenyne 9 have been isolated and their structures were elucidated by chemical and spectral means.Synthesis of these four compounds has been made to confirm their structural and stereochemical assigments.Biogenesis of laurencenyne 6 and trans-laurencenyne 8 was discussed.
Total synthesis of marine oxylipin bacillariolides I-III
Miyaoka, Hiroaki,Tamura, Masahide,Yamada, Yasuji
, p. 8083 - 8094 (2007/10/03)
Marine oxylipin bacillariolides I-III were synthesized from (R)-malic acid, using diastereoselective one-pot formation of the chiral cyclopentane derivative from the anion of allyl phenyl sulfone and chiral epoxymesylate as the key reaction. (C) 2000 Elsevier Science Ltd.
Synthesis of cyclopentane-containing marine eicosanoid bacillariolide II
Miyaoka, Hiroaki,Tamura, Masahide,Yamada, Yasuji
, p. 621 - 624 (2007/10/03)
Marine eicosanoid bacillariolide II was synthesized from (R)-malic acid, involving the diastereoselective one-pot formation of chiral cyclopentane derivative 12 from the anion of allyl phenyl sulfone and chiral epoxymesylate 11 as the key step.
LAURENCENYNE, A PLAUSIBLE PRECURSOR OF VARIOUS NONTERPENOID C15-COMPOUNDS, AND NEOLAURENCENYNE FROM THE RED ALGA LAURENCIA OKAMURAI
Kigoshi, Hideo,Shizuri, Yoshikazu,Niwa, Haruki,Yamada, Kiyoyuki
, p. 4729 - 4732 (2007/10/02)
Structural elucidation of two new acetylenic polyenes, laurencenyne 5 and neolaurencenyne 6 isolated from Laurencia okamurai, together with their syntheses, was achieved, suggesting that laurencenyne 5 was a possible precursor of various nonterpenoid C15-compounds in the marine red algae of genus Laurencia.
