In contrast to N-tosylsulfoximines, the relatively obscure N-nitrosulfoximines show good diastereoselectivity in alkylations and extraordinarily good leaving group properties in cyclizations via SN2 displacement. Thus, methyl phenyl N-nitrosulfoximine serves as a chiral lynchpin for construction of chiral ring systems.
%0 Journal Article
%1 citeulike:894055
%A Trost, Barry M.
%A Matsuoka, Richard T.
%D 1992
%J Synlett
%K chiral-sulfur
%P 27--30
%T N-Nitrosulfoximines as Chemical Chameleons for Asymmetric Synthesis
%X In contrast to N-tosylsulfoximines, the relatively obscure N-nitrosulfoximines show good diastereoselectivity in alkylations and extraordinarily good leaving group properties in cyclizations via SN2 displacement. Thus, methyl phenyl N-nitrosulfoximine serves as a chiral lynchpin for construction of chiral ring systems.
@article{citeulike:894055,
abstract = {In contrast to N-tosylsulfoximines, the relatively obscure N-nitrosulfoximines show good diastereoselectivity in alkylations and extraordinarily good leaving group properties in cyclizations via SN2 displacement. Thus, methyl phenyl N-nitrosulfoximine serves as a chiral lynchpin for construction of chiral ring systems.},
added-at = {2006-10-23T11:08:30.000+0200},
author = {Trost, Barry M. and Matsuoka, Richard T.},
biburl = {https://www.bibsonomy.org/bibtex/20204d97231b4dca84b2858303cd0da63/robert},
citeulike-article-id = {894055},
interhash = {594ebe1c010745f4e93b172df8aece50},
intrahash = {0204d97231b4dca84b2858303cd0da63},
journal = {Synlett},
keywords = {chiral-sulfur},
pages = {27--30},
priority = {2},
timestamp = {2006-10-23T11:08:30.000+0200},
title = {N-Nitrosulfoximines as Chemical Chameleons for Asymmetric Synthesis},
year = 1992
}