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letter
| Synlett 1992; 1992: 27-30
DOI: 10.1055/s-1992-21253 |
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N-Nitrosulfoximines as Chemical Chameleons for Asymmetric Synthesis |
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| Barry M. Trost*, Richard T. Matsuoka |
| *Department of Chemistry, Stanford University, Stanford, California 94305, USA |
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.
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