Chirality transfer from silicon to carbon via diastereoselective Simmons–Smith cyclopropanation of chiral alkenylsilanols
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چکیده
منابع مشابه
Chirality Transfer from Silicon to Carbon: Use of Optically Pure Cyclic Silanes with a Binaphthalene Chiral Unit
The optically pure binaphthylic cyclic silanes R-6 and S-6 have been prepared and used in reductions and aldol condensations to achieve some of the highest ee’s yet reported for chirality transfer with organosilanes. A major goal in synthetic organic chemistry today is the easy and efficient production of optically active materials from prochiral precursors by asymmetric induction. 2 Great adva...
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A change of solvent causes an inversion of the stereochemistry at copper of the chiral Cu(I) complex described herein.
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The first phase-transfer catalyzed cyclopropanation reaction of chalcones using bromomalonates as the nucleophiles in a Michael Initiated Ring Closing reaction (MIRC) was developed. Key to success was the use of a free OH-containing cinchona alkaloid ammonium salt catalyst and carefully optimized liquid/liquid reaction conditions. The reaction performed well for electron neutral and electron de...
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A new chiral iron porphyrin-based catalyst performed α-methylstyrene stereoselective cyclopropanation with excellent yields (up to 99%), enantio- and diastereoselectivities (ee(trans) up to 87%, trans/cis ratios up to 99 : 1) and outstanding TON and TOF values (up to 20,000 and 120,000 h(-1) respectively).
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Here, we report the mechanisms of chiral transfer at various length scales in the self-assembly of enantiomeric chiral block copolymers (BCPs*). We show the evolution of homochirality from molecular chirality into phase chirality in the self-assembly of the BCPs*. The chirality of the molecule in the BCP* is identified from circular dichroism (CD) spectra, while the handedness of the helical co...
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ژورنال
عنوان ژورنال: Tetrahedron: Asymmetry
سال: 2002
ISSN: 0957-4166
DOI: 10.1016/s0957-4166(02)00056-3