Total Synthesis of Hyacinthacine A1 and 3-epi-Hyacinthacine A1.
نویسندگان
چکیده
منابع مشابه
Total synthesis of hyacinthacines B₃, B₄, and B₅ and purported hyacinthacine B₇, 7-epi-hyacinthacine B₇, and 7a-epi-hyacinthacine B₃ from a common precursor.
The total synthesis of hyacinthacines B3, B4, and B5 and purported hyacinthacine B7, 7-epi-hyacinthacine B7, and 7a-epi-hyacinthacine B3 from a common anti-1,2-amino alcohol precursor is described. These syntheses confirmed that the proposed structures and absolute configurations of hyacinthacines B3, B4, and B5 were correct and disclosed that the proposed structure of hyacinthacine B7 was inco...
متن کاملSynthesis of hyacinthacine B3 and purported hyacinthacine B7.
The synthesis of hyacinthacines B(3) and B(7) has confirmed the structure of the former alkaloid and shown that the structure of the latter is incorrect.
متن کاملApproach to the hyacinthacines: first non-chiral pool synthesis of (+)-hyacinthacine A1.
The first non-chiral pool total synthesis of (+)-hyacinthacine A(1) is described. This synthesis is based on an effective [2 + 2] cycloaddition of dichloroketene to a Stericol-based enol ether, a diastereoselective dihydroxylation, and an efficient Tamao-Fleming oxidation.
متن کاملTotal Synthesis of Hyacinthacine A2: Stereocontrolled 5-aza-cyclooctene Photoisomerization and Transannular Hydroamination with Planar-to-Point Chirality Transfer.
The total synthesis of hyacinthacine A2 is reported via a novel transannular hydroamination in which planar chirality of a 5-aza-trans-cyclooctene precursor is transferred to point chirality in the product. Key to the success of this strategy was the development of a method for establishing absolute planar chirality via stereocontrolled photoisomerization of a 5-aza-cis-cyclooctene. This was ac...
متن کاملFirst Total Synthesis of 3-Epi-calystegin B2
A straightforward chiral pool synthesis for a non-natural calystegin, 3-epi-B2, is described. Key steps of this synthesis include an ultrasound-assisted Zn-mediated tandem ring opening reaction followed by a Grubbs’ catalyst-mediated ring closure metathesis reaction. Compared to calystegin B2, the target compound is no longer an inhibitor for a β -glycosidase hence proving that an equatorial hy...
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ژورنال
عنوان ژورنال: ChemInform
سال: 2005
ISSN: 0931-7597,1522-2667
DOI: 10.1002/chin.200545201