Catalytic direct asymmetric Michael reactions: taming naked aldehyde donors.
نویسندگان
چکیده
[reaction--see text] Direct catalytic enantio- and diastereoselective Michael addition reactions of unmodified aldehydes to nitro olefins using (S)-2-(morpholinomethyl)pyrrolidine as a catalyst are described. The reactions proceed in good yield (up to 96%) in a highly syn-selective manner (up to 98:2) with enantioselectivities approaching 80%. The resulting gamma-formyl nitro compounds are readily converted to chiral, nonracemic 3,4-disubstituted pyrrolidines.
منابع مشابه
Catalytic Direct Asymmetric Michael Reactions: Addition of Unmodified Ketone and Aldehyde Donors to Alkylidene Malonates and Nitro Olefins Catalytic Direct Asymmetric Michael Reactions
SYNTHESIS 2004, No. 9, pp 1509–1521xx.xx.2004 Advanced online publication: 26.05.2004 DOI: 10.1055/s-2004-822392; Art ID: C0404SS © Georg Thieme Verlag Stuttgart · New York Abstract: The Michael additions of a number of ketones and aldehydes to alkylidene malonates and nitro olefins were studied. The reactions employ small organic molecules as catalyst under mild reaction conditions and do not ...
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عنوان ژورنال:
- Organic letters
دوره 3 23 شماره
صفحات -
تاریخ انتشار 2001