Zobrazeno 1 - 10
of 14
pro vyhledávání: '"Spirastrellolide B"'
Publikováno v:
Organic Letters
The synthesis of the C9-C25 subunit of the marine natural product spirastrellolide B is reported. The key synthetic features included the union of the two key fragments 5 and 6 via a Suzuki-Miyaura coupling reaction and a late-stage, one-pot sequenti
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::e229ce24ea5f9bcd404e221e930effff
https://doi.org/10.1021/acs.orglett.6b01248
https://doi.org/10.1021/acs.orglett.6b01248
Publikováno v:
Tetrahedron Letters. 55:4067-4070
A convergent synthesis of the protected C(1)–C(23) fragment 4 of the targeted natural product spirastrellolide B is described. The key step of the synthesis is cross metathesis (CM) and TBAF promoted oxa-Michael to construct tetrahydropyran moiety.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::43624f04e60e365eba874b7935a5e761
https://doi.org/10.1016/j.tetlet.2014.05.111
https://doi.org/10.1016/j.tetlet.2014.05.111
Publikováno v:
Organic Letters. 14:3998-4001
Differential synthetic access to an advanced C26-C40 northern hemisphere fragment of spirastrellolide B and to a related [5,5,7]-bis-spiroketal analogue from a common intermediate has been achieved. Central to this venture is the regiocontrolled func
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::7dbb4884d9ba52d78d9b72c500e132ce
https://doi.org/10.1021/ol301795a
https://doi.org/10.1021/ol301795a
Autor:
Margaret A. Brimble, Jack L.-Y. Chen
Publikováno v:
The Journal of Organic Chemistry. 76:9417-9428
The spirastrellolides are a family of potent antimitotic agents isolated from the marine sponge Spirastrella coccinea . Synthetic studies toward the DEF bis-spiroacetal core of spirastrellolide B are reported. A modular approach was pursued by the us
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c76433454211b9b6ab679fb7da243a40
https://doi.org/10.1021/jo201729t
https://doi.org/10.1021/jo201729t
Publikováno v:
ChemInform. 46
The key steps of the synthesis of the title fragment (I) are cross metathesis and Bu4NF promoted oxa-Michael reaction.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::2b7d63a2337edfcc55c3c82a14c43232
https://doi.org/10.1002/chin.201502198
https://doi.org/10.1002/chin.201502198
Publikováno v:
Organic Letters. 10:4355-4357
A combination of "chiron" and "asymmetric" approaches is utilized to construct the southern (C 9-C 25) region of marine natural product spirastrellolide B. The key functionalities are derived from d-glucose and Sharpless asymmetric epoxidation and di
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::b493e0ee59bc1982abe24d4fd6b7923c
https://doi.org/10.1021/ol801771s
https://doi.org/10.1021/ol801771s
Autor:
Margaret A. Brimble, Jack L.-Y. Chen
Publikováno v:
ChemInform. 41
The [5,6,6]-bis-spiroacetal moiety (II) of spirastrellolide B is prepared via a HgCl2-mediated double dithiane deprotection accompanied by a simultaneous bis-spiroacetalisation as a key step.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::e80fc0302b4938609183894925a65d5c
https://doi.org/10.1002/chin.201043206
https://doi.org/10.1002/chin.201043206
Autor:
Katie A. Keaton, Andrew J. Phillips
Publikováno v:
Organic letters. 10(6)
A synthesis of the C1−C23 subunit of spirastrellolide B is described. The synthesis features two applications of a Kulinkovich-cyclopropanol ring-opening strategy for the coupling of esters with olefins to produce ketones.
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9515442def5845f5c38818fd5c86c6b1
https://pubmed.ncbi.nlm.nih.gov/18275206
https://pubmed.ncbi.nlm.nih.gov/18275206
Autor:
Ce Wang, Craig J. Forsyth
Publikováno v:
ChemInform. 38
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_________::184f7668bf508d30355496f6c400a4d9
https://doi.org/10.1002/chin.200739195
https://doi.org/10.1002/chin.200739195
Publikováno v:
Journal of the American Chemical Society. 129(3)
The new macrolide spirastrellolide B (5) has been isolated from extracts of the marine sponge Spirastrella coccinea collected in Dominica. Chemical transformations of spirastrellolide B have converted it to a bromine-containing crystalline derivative
Externí odkaz:
https://explore.openaire.eu/search/publication?articleId=doi_dedup___::a5f66b42692dd09fb22dd74315977116
https://pubmed.ncbi.nlm.nih.gov/17227011
https://pubmed.ncbi.nlm.nih.gov/17227011