کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1347068 980293 2009 6 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Enantioselective alkylidenecyclopropanation of norbornenes with terminal alkynes catalyzed by palladium–phosphinous acid complexes
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی معدنی
پیش نمایش صفحه اول مقاله
Enantioselective alkylidenecyclopropanation of norbornenes with terminal alkynes catalyzed by palladium–phosphinous acid complexes
چکیده انگلیسی

Pd(II)-coordinated phosphinous acids catalyzed the formal enantioselective [2+1] cycloaddition of norbornene derivatives with terminal alkynes. The absolute configuration of (+)-3aa was assigned using VCD.

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(2R,4S)-(−)-(Z)-3-Benzylidenetricyclo[3.2.1.02,4]oct-6-eneC15H14Ee = 97% (by chiral HPLC)[α]D20=-136.7 (c 0.21, CHCl3)Source of chirality: semi-preparative chiral HPLC separationAbsolute configuration: (2R,4S)

(−)-3-p-Methoxybenzylidenetricyclo[3.2.1.02,4]oct-6-eneC16H16OEe = 60% (by chiral HPLC)[α]D20=-83.6 (c 0.5, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown

(−)-3-Cyclohex-1-enylmethylene-tricyclo[3.2.1.02,4]oct-6-eneC15H18Ee = 95% (by chiral HPLC)[α]D20=-34.3 (c 0.3, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown

(−)-3-Benzylidenetricyclo[3.2.1.02,4]octaneC15H16Ee = 46% (by chiral HPLC)[α]D20=-63.3 (c 0.175, CDCl3)Source of chirality: chiral catalystAbsolute configuration: unknown

(+)-10-Benzylidenetetracyclo[6.3.1.02,7.09,11]dodeca-2,4,6-trieneC19H16Ee = 67% (by chiral HPLC)[α]D20=+66.4 (c 0.51, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown

(+)-10-Cyclohex-1-enylmethylenetetracyclo[6.3.1.02,7.09,11]dodeca-2,4,6-trieneC19H20Ee = 72% (by chiral HPLC)[α]D20=+46.0 (c 0.52, CHCl3)Source of chirality: chiral catalystAbsolute configuration: unknown

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Tetrahedron: Asymmetry - Volume 20, Issue 16, 26 August 2009, Pages 1912–1917
نویسندگان
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