Total Synthesis of Natural Hyacinthacine C5 and Six Related Hyacinthacine C5 Epimers
نویسندگان
چکیده
منابع مشابه
Synthesis 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 کاملTotal 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 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 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 کاملPredicting Unilateral Postlaminectomy C5 Palsy by Measuring C5 Exit Foramen Area on Preoperative Computed Tomography
Background. Postoperative C5 motor palsy is known as a common complication not only after cervical laminectomy but also after anterior discectomy. There is no consensus to verify any of the proposed mechanisms of C5 palsy following posterior cervical decompression. The authors of this article have found that C5 palsy is more common among patients with smaller C5 root exit foramen area. The purp...
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ژورنال
عنوان ژورنال: The Journal of Organic Chemistry
سال: 2018
ISSN: 0022-3263,1520-6904
DOI: 10.1021/acs.joc.8b00585