کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5276560 | 1385560 | 2007 | 4 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
Improved synthesis of the polyhydroxylated central part of phoslactomycin B
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کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
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چکیده انگلیسی
A new approach to the C(7)-C(13) intermediate for the synthesis of phoslactomycin B was investigated. Asymmetric dihydroxylation of the β,γ-unsaturated ester proceeded cleanly to afford the β-hydroxyl-γ-lactone with 97.6% ee, which upon protection as the PMB ether followed by hydride reduction furnished a diol. After selective protection of the prim-OH, oxidation of the sec-OH and chelation-controlled addition of CH2CHMgBr afforded the C(7)-C(11) segment. Later on, the C(11) stereocentre was constructed by the asymmetric transfer hydrogenation using the Noyori catalyst.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 48, Issue 32, 6 August 2007, Pages 5601-5604
Journal: Tetrahedron Letters - Volume 48, Issue 32, 6 August 2007, Pages 5601-5604
نویسندگان
Hisato Nonaka, Noriaki Maeda, Yuichi Kobayashi,