کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
---|---|---|---|---|
5267432 | 1385337 | 2012 | 6 صفحه PDF | دانلود رایگان |
عنوان انگلیسی مقاله ISI
The first total synthesis and reassignment of the relative stereochemistry of 16-hydroxy-16,22-dihydroapparicine
دانلود مقاله + سفارش ترجمه
دانلود مقاله ISI انگلیسی
رایگان برای ایرانیان
کلمات کلیدی
موضوعات مرتبط
مهندسی و علوم پایه
شیمی
شیمی آلی
پیش نمایش صفحه اول مقاله
![عکس صفحه اول مقاله: The first total synthesis and reassignment of the relative stereochemistry of 16-hydroxy-16,22-dihydroapparicine The first total synthesis and reassignment of the relative stereochemistry of 16-hydroxy-16,22-dihydroapparicine](/preview/png/5267432.png)
چکیده انگلیسی
We report the first total synthesis and reassignment of the relative stereochemistry of naturally occurring 16-hydroxy-16,22-dihydroapparicine. Our novel route proceeds by a cascade reaction to efficiently construct a 1-azabicyclo[4.2.2]decane core, along with two stereocenters (C-15 and C-16). The C-16 quaternary carbon was constructed through stereospecific 1,2-addition using an indole nucleophile to an aldehyde or a methylketone. The stereospecific synthesis of two diastereomers of the target product has revealed the true relative stereochemistry of the natural compound.
ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron Letters - Volume 53, Issue 14, 4 April 2012, Pages 1802-1807
Journal: Tetrahedron Letters - Volume 53, Issue 14, 4 April 2012, Pages 1802-1807
نویسندگان
Yoshihiko Noguchi, Tomoyasu Hirose, Yujiro Furuya, Aki Ishiyama, Kazuhiko Otoguro, Satoshi Åmura, Toshiaki Sunazuka,